US7371761B2 - Lactam-containing compounds and derivatives thereof as factor Xa inhibitors - Google Patents
Lactam-containing compounds and derivatives thereof as factor Xa inhibitors Download PDFInfo
- Publication number
- US7371761B2 US7371761B2 US11/623,367 US62336707A US7371761B2 US 7371761 B2 US7371761 B2 US 7371761B2 US 62336707 A US62336707 A US 62336707A US 7371761 B2 US7371761 B2 US 7371761B2
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- substituted
- phenyl
- alkyl
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/14—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing three or more hetero rings
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/4353—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems
- A61K31/4365—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom ortho- or peri-condensed with heterocyclic ring systems the heterocyclic ring system having sulfur as a ring hetero atom, e.g. ticlopidine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/60—Salicylic acid; Derivatives thereof
- A61K31/612—Salicylic acid; Derivatives thereof having the hydroxy group in position 2 esterified, e.g. salicylsulfuric acid
- A61K31/616—Salicylic acid; Derivatives thereof having the hydroxy group in position 2 esterified, e.g. salicylsulfuric acid by carboxylic acids, e.g. acetylsalicylic acid
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K45/00—Medicinal preparations containing active ingredients not provided for in groups A61K31/00 - A61K41/00
- A61K45/06—Mixtures of active ingredients without chemical characterisation, e.g. antiphlogistics and cardiaca
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- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P7/00—Drugs for disorders of the blood or the extracellular fluid
- A61P7/02—Antithrombotic agents; Anticoagulants; Platelet aggregation inhibitors
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/36—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D211/40—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/68—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D211/72—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, directly attached to ring carbon atoms
- C07D211/74—Oxygen atoms
- C07D211/76—Oxygen atoms attached in position 2 or 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/62—Oxygen or sulfur atoms
- C07D213/63—One oxygen atom
- C07D213/64—One oxygen atom attached in position 2 or 6
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/72—Nitrogen atoms
- C07D213/75—Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
- C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
- C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D213/78—Carbon atoms having three bonds to hetero atoms, with at the most one bond to halogen, e.g. ester or nitrile radicals
- C07D213/81—Amides; Imides
- C07D213/82—Amides; Imides in position 3
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D239/00—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings
- C07D239/02—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings
- C07D239/06—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member
- C07D239/08—Heterocyclic compounds containing 1,3-diazine or hydrogenated 1,3-diazine rings not condensed with other rings having one double bond between ring members or between a ring member and a non-ring member with hetero atoms directly attached in position 2
- C07D239/10—Oxygen or sulfur atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
- C07D241/02—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings
- C07D241/06—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members
- C07D241/08—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings not condensed with other rings having one or two double bonds between ring members or between ring members and non-ring members with oxygen atoms directly attached to ring carbon atoms
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
- C07D265/04—1,3-Oxazines; Hydrogenated 1,3-oxazines
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Abstract
P4-P-M-M4I
or pharmaceutically acceptable salt forms thereof, wherein ring P, if present is a 5-7 membered carbocycle or heterocycle and ring M is a 5-7 membered carbocycle or heterocycle. Compounds of the present invention are useful as inhibitors of trypsin-like serine proteases, specifically factor Xa.
Description
wherein X can be a number of substituents and Het can be a nitrogen-containing heterobicycle. However, WO94/20460 does not suggest Factor Xa inhibition or exemplify compounds like those of the present invention.
wherein X can be oxygen and R2 and R3 can a number of substituents including heterocycle, heterocycloalkyl, and phenyl. However, the presently claimed compounds do not correspond to the compounds of WO96/12720. Furthermore, WO96/12720 does not suggest Factor Xa inhibition.
wherein Y1 can be N—R6, R6 can be unsubstituted aryl-alkyl or unsubstituted heterocyclic-alkyl and R1 can be a substituted aryl group. WO98/52948 does not mention factor Xa inhibition or show compounds like those of the present invention.
wherein A is 2-3 carbon atoms, X can be O, and R1 and R3 can be substituted or unsubstituted aromatic groups. Neither of these patents, however, exemplifies compounds of the present invention.
wherein the inhibitors contain at least three aryl or heterocyclic groups (i.e., C, B, and R3) separated by two linking groups (i.e., E and D). Compounds of this sort are not considered to be part of the present invention.
wherein Z is C or N, G is a mono- or bicyclic group, A is a cyclic moiety and B is a basic group or a cyclic moiety. Compounds specifically described in WO00/39131 are not considered to be part of the present invention.
wherein ring M is a heterocycle, Z is a linker, A is a ring, B is a basic or cylic group, D is a basic moiety, and E is a ring. Compounds specifically described in WO98/28269, WO98/28282, WO99/32454, U.S. Pat. Nos. 6,020,357, and 6,271,237 are not considered to be part of the present invention.
wherein ring M can be a variety of heterocycles and rings D-E represent a heterobicyclic group. Compounds specifically described in WO98/57951 are not considered to be part of the present invention.
wherein ring M is a 6-membered heteroaryl, Z is a linker, A is a ring, B is a basic or cylic group, D is a basic moiety, and E is a ring. Compounds specifically described in WO98/57934 and U.S. Pat. No. 6,060,491 are not considered to be part of the present invention.
wherein ring M is a variety of rings, ring D is an aromatic ring, and R and E are non-basic groups. Compounds specifically described in WO98/57937 and U.S. Pat. No. 5,998,424 are not considered to be part of the present invention.
Compounds specifically described in WO99/50255 and U.S. Pat. No. 6,191,159 are not considered to be part of the present invention.
wherein ring M can be a variety of rings all of which are substituted with Z-A-B, Z is a linker, A is a ring, B is a sulfonyl-containing heterobicycle, and rings D-E represent a heterobicyclic group or a 6-membered ring. Compounds specifically described in WO00/59902 are not considered to be part of the present invention.
wherein Z is C or N, G is a mono- or bicyclic ring M, A is a linker, B is a basic or cyclic group. Compounds specifically described in WO01/05784 are not considered to be part of the present invention.
wherein ring M can be a variety of heterocycles and rings D-E represent a heterobicyclic group. Compounds specifically described in WO00/39108 are not considered to be part of the present invention.
A-Q-D-E-G-J-X
wherein A, D, G, and X can be phenyl or heterocycle. However, none of the presently claimed compounds are exemplified or suggested in WO01/19798.
P4-P-M-M4 I
wherein P4, P, M, and M4 are defined below, or pharmaceutically acceptable salt or prodrug forms thereof, are effective factor Xa inhibitors.
P4-P-M-M4 I
or a stereoisomer or pharmaceutically acceptable salt thereof, wherein;
-
- M is a 3-10 membered carbocycle or a 4-10 membered heterocycle, consisting of: carbon atoms and 1-3 heteroatoms selected from O, S(O)p, N, and NZ2;
- ring M is substituted with 0-3 R1a and 0-2 carbonyl groups, and there are 0-3 ring double bonds;
- P is fused onto ring M and is a 5, 6, or 7 membered carbocycle or a 5, 6, or 7 membered heterocycle, consisting of: carbon atoms and 1-3 heteroatoms selected from O, S(O)p, and N;
- ring P is substituted with 0-3 R1a and 0-2 carbonyl groups, and there are 0-3 ring double bonds;
- alternatively, ring P is absent and P4 is directly attached to ring M, provided that when ring P is absent, P4 and M4 are attached to the 1,2, 1,3, or 1,4 positions of ring M;
- one of P4 and M4 is -Z-A-B and the other -G1-G;
- G is a group of Formula IIa or IIb:
-
- ring D, including the two atoms of Ring E to which it is attached, is a 5-6 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p; ring D is substituted with 0-2 R and there are 0-3 ring double bonds;
- E is selected from phenyl, pyridyl, pyrimidyl, pyrazinyl, and pyridazinyl, and is substituted with 1-2 R;
- alternatively, ring D is absent and ring E is selected from phenyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, pyrrolyl, pyrazolyl, imidazolyl, isoxazolyl, oxazolyl, triazolyl, thienyl, and thiazolyl, and ring E is substituted with 1-2 R;
- alternatively, ring D is absent and ring E is selected from phenyl, pyridyl, pyrimidyl, pyrazinyl, pyridazinyl, pyrrolyl, pyrazolyl, imidazolyl, isoxazolyl, oxazolyl, triazolyl, thienyl, and thiazolyl, and ring E is substituted with 1 R and with a 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, wherein the 5-6 membered heterocycle is substituted with 0-1 carbonyl and 1-2 R and there are 0-3 ring double bonds;
- R is selected from H, C1-4 alkyl, F, Cl, Br, I, OH, OCH3, OCH2CH3, OCH(CH3)2, OCH2CH2CH3, CN, C(═NR8)NR7R9, NHC(═NR8)NR7R9, ONHC(═NR8)NR7R9, NR8CH(═NR7), NH2, NH(C1-3 alkyl), N(C1-3 alkyl)2, C(═NH)NH2, CH2NH2, CH2NH(C1-3 alkyl), CH2N(C1-3 alkyl)2, CH2CH2NH2, CH2CH2NH(C1-3 alkyl), CH2CH2N(C1-3 alkyl)2, (CR8R9)tC(O)H, (CR8R9)tC(O)R2c, (CR8R9)tNR7R8, (CR8R9)tC(O)NR7R8, (CR8R9)tNR7C(O)R7, (CR8R9)tOR3, (CR8R9)tS(O)pNR7R8, (CR8R9)tNR7S(O)pR7, (CR8R9)tSR3, (CR8R9)tS(O)R3, (CR8R9)tS(O)2R3, and OCF3;
- alternatively, when 2 R groups are attached to adjacent atoms, they combine to form methylenedioxy or ethylenedioxy;
- A is selected from: C3-10 carbocycle substituted with 0-2 R4, and 5-12 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-2 R4; provided that A is other than a dihydro-benzopyran;
- B is
provided that Z and B are attached to different atoms on A and that the A-X—N moiety forms other than a N—N—N group; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 4-8 membered monocyclic or bicyclic ring consisting of, in addition to the N-Q1 group shown, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 4-8 membered monocyclic or bicyclic ring to which another ring is fused, wherein:
- the 4-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2 and 0-2 double bonds are present within the ring;
- the fusion ring is phenyl or a 5-6 membered heteroaromatic consisting of carbon atoms and 1-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2;
- ring Q, which includes the 4-7 membered ring and the fusion ring, is substituted with 0-3 R4a;
- alternatively, two non-adjacent atoms of one of the rings of ring Q are bridged with 1-2 atoms selected from: carbon atoms, NR4c, O, S, S(O), and S(O)2, provided bonds other than O—O, S(O)p—O, S(O)p—S(O)p, N—O, and N—S(O)p are present;
- X is absent or is selected from —(CR2R2a)1-4—, —CR2(CR2R2b)(CH2)t—, —C(O)—, —C(═NR1c)—, CR2(NR1cR2)—, —CR2(OR2)—, —CR2(SR2)—, —C(O)CR2R2a—, —CR2R2aC(O), —S(O)—, —S(O)2—, —SCR2R2a—, —S(O)CR2R2a—, —S(O)2CR2R2a—, —CR2R2aS(O)—, —CR2R2aS(O)2—, —S(O)2NR2CR2R2a—, —NR2S(O)2—, —CR2R2aNR2S(O)2—, —NR2S(O)2CR2R2a—, —NR2C(O)—, —C(O)NR2CR2R2a—, —NR2C(O)CR2R2a—, —CR2R2aNR2C(O)—, —NR2CR2R2a—, and —OCR2R2a—;
- G1 is absent or is selected from (CR3R3a)1-5, (CR3R3a)0-2CR3═CR3(CR3R3a)0-2, (CR3R3a)0-2C≡C(CR3R3a)0-2, (CR3R3a)uC(O)(CR3R3a)w, (CR3R3a)uC(O)O(CR3R3a)w, (CR3R3a)uOC(O)(CR3R3a)w, (CR3R3a)uO(CR3R3a)w, (CR3R3a)uN3b(CR3R3a)w, (CR3R3a)uC(O)N3b(CR3R3a)w, (CR3R3a)uN3bC(O)(CR3R3a)w, (CR3R3a)uOC(O)N3b(CR3R3a)w, (CR3R3a)uN3bC(O)O(CR3R3a)w, (CR3R3a)uN3bC(O)N3b(CR3R3a)w, (CR3R3a)uN3bC(S)N3b(CR3R3a)w, (CR3R3a)uS(CR3R3a)w, (CR3R3a)uS(O)(CR3R3a)w, (CR3R3a)uS(O)2(CR3R3a)w, (CR3R3a)uS(O)N3b(CR3R3a)w, (CR3R3a)uN3bS(O)2(CR3R3a)w, (CR3R3a)uS(O)2N3b(CR3R3a)w, (CR3R3a)uN3bS(O)2N3b(CR3R3a)w, (CR3R3a)uNR3e(CR3R3a)w, (CR3R3a)uC(O)(CR3R3a)uC(O)(CR3R3a)w, (CR3R3a)uNR3b(CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uNR3bC(O)(CR3R3a)uC(O)(CR3R3a)w, (CR3R3a)uC(O)(CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uNR3bC(O)(CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uS(O)NR3bC(O)(CR3R3a)w, (CR3R3a)uC(O)NR3bS(O)2(CR3R3a)w, and (CR3R3a)uS(O)2NR3bC(O)NR3bCR3R3a)w, wherein u+w total 0, 1, 2, 3, or 4, provided that G1 does not form an N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- Z is selected from a bond, —(CR3R3e)1-4—, (CR3R3e)qO(CR3R3e)q1, (CR3R3e)qNR3b(CR3R3e)q1, (CR3R3e)qC(O)(CR3R3e)q1, (CR3R3e)qC(O)O(CR3R3e)q1, (CR3R3e)qOC(O)(CR3R3e)q1, (CR3R3e)qC(O)NR3b(CR3R3e)q1, (CR3R3e)qNR3bC(O)(CR3R3e)q1, (CR3R3e)qOC(O)O(CR3R3e)q1, (CR3R3e)qOC(O)NR3b(CR3R3e)q1, (CR3R3e)qNR3bC(O)O(CR3R3e)q1, (CR3R3e)qNR3bC(O)NR3b(CR3R3e)q1, (CR3R3e)qC(O)(CR3R3e)qC(O)(CR3R3e)q1, (CR3R3e)qNR3b(CR3R3e)qC(O)NR3b(CR3R3e)q1, (CR3R3e)qNR3bC(O)(CR3R3e)qC(O)(CR3R3e)q1, (CR3R3e)qC(O)(CR3R3e)qC(O)NR3b(CR3R3e)q1, (CR3R3e)qNR3bC(O)(CR3R3e)qC(O)NR3b(CR3R3e)q1, (CR3R3e)qS(CR3R3e)q1, (CR3R3e)qS(O)(CR3R3e)q1, (CR3R3e)qS(O)2(CR3R3e)q1, (CR3R3e)qSO2NR3b(CR3R3e)q1, (CR3R3e)qNR3bSO2(CR3R3e)q1, (CR3R3e)qS(O)NR3bC(O)(CR3R3e)q1, (CR3R3e)qC(O)NR3bS(O)2(CR3R3e)q1, and (CR3R3e)qNR3bSO2NR3b(CR3R3e)q1, wherein q+q1 total 0, 1, 2, 3, or 4, provided that Z does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- provided that B-A-Z form other than a pyridone-phenyl-CH2, pyridone-pyridyl-CH2, or pyridone-pyrimidyl-CH2, wherein the pyridone, phenyl, pyridyl, and pyrimidyl groups are substituted or unsubstituted;
- Z2 is selected from H, S(O)2NHR3b, C(O)R3b, C(O)NHR3b, C(O)OR3f, S(O)R3f, S(O)2R3f, C1-6 alkyl substituted with 0-2 R1a, C2-6 alkenyl substituted with 0-2 R1a, C2-6 alkynyl substituted with 0-2 R1a, —(C0-4 alkyl)-C3-10 carbocycle substituted with 0-3 R1a, and —(C0-4 alkyl)-5-10 membered heterocycle substituted with 0-3 R1a and consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p;
-
- alternatively, when two R1a groups are attached to adjacent atoms, together with the atoms to which they are attached they form a 5-7 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p, this ring being substituted with 0-2 R4b and 0-3 ring double bonds;
- R1b is selected from H, C1-3 alkyl, F, Cl, Br, I, —CN, —NO2, —CHO, (CF2)rCF3, (CR3R3a)rOR2, NR2R2a, C(O)R2b, CO2R2b, OC(O)R2, (CF2)rCO2R2a, S(O)pR2b, NR2(CH2)rOR2, C(═NR2c)NR2R2a, NR2C(O)R2b, NR2C(O)NHR2, NR2C(O)2R2a, OC(O)NR2R2a, C(O)NR2R2a, C(O)NR2(CH2)rOR2, SO2NR2R2a, NR2SO2R2, C(O)NR2SO2R2, C3-6 carbocycle substituted with 0-2 R4b, and 5-10 membered heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R1c is selected from H, CH(CH2OR2)2, C(O)R2c, C(O)NR2R2a, S(O)R2, S(O)2R2, and SO2NR2R2a;
- R1d is selected from C3-6 carbocycle substituted with 0-2 R4b and 5-10 membered heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1d forms other than an N—S bond;
- R2, at each occurrence, is selectedg from H, CF3, C1-6 alkyl, benzyl, —(CH2)r—C3-10 carbocycle substituted with 0-2 R4b, and —(CH2)r-5-10 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2a, at each occurrence, is selected from H, CF3, C1-6 alkyl, benzyl, —(CH2)r—C3-10 carbocycle substituted with 0-2 R4b, and —(CH2)r-5-10 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-2 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from CF3, C1-4 alkoxy substituted with 0-2 R4b, C1-6 alkyl substituted with 0-2 R4b, —(CH2)r—C3-10 carbocycle substituted with 0-2 R4b, and —(CH2)r-5-10 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2c, at each occurrence, is selected from CF3, OH, C1-4 alkoxy, C1-6 alkyl, —(CH2)r—C3-10 carbocycle substituted with 0-2 R4b, and —(CH2)r-5-10 membered heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R3, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, and phenyl;
- R3a, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, and phenyl;
- alternatively, R3 and R3a, together with the nitrogen atom to which they are attached, combine to form a 5 or 6 membered saturated, partially unsaturated, or unsaturated ring consisting of: carbon atoms, the nitrogen atom to which R3 and R3a are attached, and 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R3b, at each occurrence, is selected from H, C1-6 alkyl substituted with 0-2 R1a, C2-6 alkenyl substituted with 0-2 R1a, C2-6 alkynyl substituted with 0-2 R1a, —(C0-4 alkyl)-5-10 membered carbocycle substituted with 0-3 R1a, and —(C0-4 alkyl)-5-10 membered heterocycle substituted with 0-3 R1a and consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p;
- R3c, at each occurrence, is selected from CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, and phenyl;
-
- R3e, at each occurrence, is selected from H, SO2NHR3, SO2NR3R3, C(O)R3, C(O)NHR3, C(O)OR3f, S(O)R3f, S(O)2R3f, C1-6 alkyl substituted with 0-2 R1a, C2-6 alkenyl substituted with 0-2 R1a, C2-6 alkynyl substituted with 0-2 R1a, —(C0-4 alkyl)-5-10 membered carbocycle substituted with 0-3 R1a, and —(C0-4 alkyl)-5-10 membered heterocycle substituted with 0-3 R1a and consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p;
- R3f, at each occurrence, is selected from: C1-6 alkyl substituted with 0-2 R1a, C2-6 alkenyl substituted with 0-2 R1a, C2-6 alkynyl substituted with 0-2 R1a, —(C0-4 alkyl)-5-10 membered carbocycle substituted with 0-3 R1a, and —(C0-4 alkyl)-5-10 membered heterocycle substituted with 0-3 R1a and consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p;
- R4, at each occurrence, is selected from H, ═O, (CR3R3a)rOR2, F, Cl, Br, I, C1-4 alkyl, (CR3R3a)rCN, (CR3R3a)rNO2, (CR3R3a)rNR2R2a, (CR3R3a)rC(O)R2c, (CR3R3a)rNR2C(O)R2b, (CR3R3a)rC(O)NR2R2a, (CR3R3a)rNR2C(O)NR2R2a, (CR3R3a)rC(═NR2)NR2R2a, (CR3R3a)rC(═NS(O)2R5)NR2R2a, (CR3R3a)rNHC(═NR2)NR2R2a, (CR3R3a)rC(O)NHC(═NR2)NR2R2a, (CR3R3a)rSO2NR2R2a, (CR3R3a)rNR2SO2NR2R2a, (CR3R3a)rNR2SO2—C1-4 alkyl, (CR3R3a)rNR2SO2R5, (CR3R3a)rS(O)pR5a, (CR3R3a)r(CF2)rCF3, NHCH2R1c, OCH2R1c, SCH2R1c, NH(CH2)2(CH2)tR1b, O(CH2)2(CH2)tR1b, S(CH2)2(CH2)tR1b, (CR3R3a)r-5-6 membered carbocycle substituted with 0-1 R5, and a (CR3R3a)r-5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-1 R5;
- R4a, at each occurrence, is selected from H, ═O, (CR3R3a)rOR2, (CR3R3a)rF, (CR3R3a)rBr, (CR3R3a)rCl, C1-4 alkyl, (CR3R3a)rCN, (CR3R3a)rNO2, (CR3R3a)rNR2R2a, (CR3R3a)rC(O)R2c, (CR3R3a)rNR2C(O)R2b, (CR3R3a)rC(O)NR2R2a, (CR3R3a)rN═CHOR3, (CR3R3a)rC(O)NH(CH2)2NR2R2a, (CR3R3a)rNR2C(O)NR2R2a, (CR3R3a)rC(═NR2)NR2R2a, (CR3R3a)rNHC(═NR2)NR2R2a, (CR3R3a)rSO2NR2R2a, (CR3R3a)rNR2SO2NR2R2a, (CR3R3a)rNR2SO2—C1-4 alkyl, (CR3R3a)rC(O)NHSO2—C1-4 alkyl, (CR3R3a)NR2SO2R5, (CR3R3a)rS(O)pR5a, (CR3R3a)r(CF2)rCF3, (CR3R3a)r-5-6 membered carbocycle substituted with 0-1 R5, and a (CR3R3a)r-5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R4b, at each occurrence, is selected from H, ═O, (CH2)rOR3, (CH2)rF, (CH2)rCl, (CH2)rBr, (CH2)rI, C1-4 alkyl, (CH2)rCN, (CH2)rNO2, (CH2)rNR3R3a, (CH2)rC(O)R3, (CH2)rC(O)OR3c, (CH2)rNR3C(O)R3a, (CH2)r—C(O)NR3R3a, (CH2)rNR3C(O)NR3R3a, (CH2)r—C(═NR3)NR3R3a, (CH2)rNR3C(═NR3)NR3R3a, (CH2)rSO2NR3R3a, (CH2)rNR3 SO2NR3R3a, (CH2)rNR3SO2—C1-4 alkyl, (CH2)rNR3SO2CF3, (CH2)rNR3SO2-phenyl, (CH2)rS(O)pCF3, (CH2)rS(O)p—C1-4 alkyl, (CH2)rS(O)p-phenyl, and (CH2)r(CF2)rCF3;
- R4c, at each occurrence, is selected from H, C1-4 alkyl (CR3R3a)r1OR2, (CR3R3a)r1F, (CR3R3a)r1Br, (CR3R3a)r1Cl, (CR3R3a)r1CN, (CR3R3a)r1NO2, (CR3R3a)r1NR2R2a, (CR3R3a)rC(O)R2c, (CR3R3a)r1NR2C(O)R2b, (CR3R3a)rC(O)NR2R2a, (CR3R3a)r1N═CHOR3, (CR3R3a)rC(O)NH(CH2)2NR2R2a, (CR3R3a)r1NR2C(O)NR2R2a, (CR3R3a)r1C(═NR2)NR2R2a, (CR3R3a)r1NHC(═NR2)NR2R2a, (CR3R3a)rSO2NR2R2a, (CR3R3a)r1NR2SO2NR2R2a, (CR3R3a)r1NR2SO2—C1-4 alkyl, (CR3R3a)rC(O)NHSO2—C1-4 alkyl, (CR3R3a)r1NR2SO2R5, (CR3R3a)rS(O)pR5a, (CR3R3a)r(CF2)rCF3, (CR3R3a)r-5-6 membered carbocycle substituted with 0-1 R5, and a (CR3R3a)r-5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, C1-6 alkyl, ═O, (CH2)rOR3, F, Cl, Br, I, —CN, NO2, (CH2)rNR3R3a, (CH2)rC(O)R3, (CH2)rC(O)OR3c, (CH2)rNR3C(O)R3a, (CH2)rC(O)NR3R3a, (CH2)rNR3C(O)NR3R3a, (CH2)rCH(═NOR3d), (CH2)rC(═NR3)NR3R3a, (CH2)rNR3C(═NR3)NR3R3a, (CH2)rSO2NR3R3a, (CH2)rNR3SO2NR3R3a, (CH2)rNR3SO2—C1-4 alkyl, (CH2)rNR3 SO2CF3, (CH2)rNR3SO2-phenyl, (CH2)rS(O)pCF3, (CH2)rS(O)p—C1-4 alkyl, (CH2)rS(O)p-phenyl, (CF2)rCF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6;
- R5a, at each occurrence, is selected from C1-6 alkyl, (CH2)rOR3, (CH2)rNR3R3a, (CH2)rC(O)R3, (CH2)rC(O)OR3c, (CH2)rNR3C(O)R3a, (CH2)rC(O)NR3R3a, (CF2)rCF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6, provided that R5a does not form a S—N or S(O)p—C(O) bond;
- R6, at each occurrence, is selected from H, OH, (CH2)rOR2, halo, C1-4 alkyl, CN, NO2, (CH2)rNR2R2a, (CH2)rC(O)R2b, NR2C(O)R2b, NR2C(O)NR2R2a, C(═NH)NH2, NHC(═NH)NH2, SO2NR2R2a, NR2SO2NR2R2a, and NR2SO2C1-4 alkyl;
- R7, at each occurrence, is selected from H, OH, C1-6 alkyl, C1-6 alkyl-C(O)—, C1-6 alkyl-O—, (CH2)n-phenyl, C1-4 alkyl-OC(O)—, C6-10 aryl-O—, C1-10 aryl-OC(O)—, C1-10 aryl-CH2—C(O)—, C1-4 alkyl-C(O)O—C1-4 alkyl-OC(O)—, C1-10 aryl-C(O)O—C1-4 alkyl-OC(O)—, C1-6 alkyl-NH2—C(O)—, phenyl-NH2—C(O)—, and phenyl-C1-4 alkyl-C(O)—;
- R8, at each occurrence, is selected from H, C1-6 alkyl, and (CH2)n-phenyl;
- alternatively, R7 and R8, when attached to the same nitrogen, combine to form a 5-10 membered heterocyclic ring consisting of carbon atoms and 0-2 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R9, at each occurrence, is selected from H, C1-6 alkyl, and (CH2)n-phenyl;
- n, at each occurrence, is selected from 0, 1, 2, and 3;
- p, at each occurrence, is selected from 0, 1, and 2;
- r, at each occurrence, is selected from 0, 1, 2, 3, 4, 5, and 6;
- r1, at each occurrence, is selected from 1, 2, 3, 4, 5, and 6;
- t, at each occurrence, is selected from 0, 1, 2, and 3; and
- provided that when:
- (a) ring M is phenyl and is substituted 1,2 by M4 and P4 and G1 is present, then Z-A is other than NHC(O)-thienyl, NHCH2-thienyl, NHC(O)-benzothienyl, and NHCH2-benzothienyl; and
- (b) B is 2-oxo-1-pyrrolidinyl and rings P-M are 1,7-dihydro-2-methyl-6H-purin-6-one, then G-G1, is other then unsubstituted phenyl.
-
- ring M, including P1, P2, M1, and M2, is a 5, 6, or 7 membered carbocycle or a 5, 6, or 7 membered heterocycle, consisting of: carbon atoms and 1-3 heteroatoms selected from O, S(O)p, N, and NZ2;
- ring M is substituted with 0-2 R1a and 0-2 carbonyl groups, and there are 0-3 ring double bonds;
- ring P, including P1, P2, and P3, is a 5 or 6 membered aromatic heterocycle, consisting of: carbon atoms and 1-3 heteroatoms selected from O, S(O)p, and N;
- alternatively, ring P, including P1, P2, and P3, is a 5 or 6 membered dihydro-aromatic heterocycle, consisting of: carbon atoms and 1-3 heteroatoms selected from O, S(O)p, and N;
- ring P is substituted with 0-2 R1a;
- one of P4 and M4 is -Z-A-B and the other -G1-G;
- G is a group of Formula IIa or IIb:
-
- ring D, including the two atoms of Ring E to which it is attached, is a 5-6 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p; ring D is substituted with 0-2 R and there are 0-3 ring double bonds;
- E is selected from phenyl, pyridyl, pyrimidyl, pyrazinyl, and pyridazinyl, and is substituted with 1-2 R;
- alternatively, ring D is absent, and ring E is selected from phenyl, pyridyl, pyrimidyl, and thienyl, and ring E is substituted with 1-2 R;
- alternatively, ring D is absent, ring E is selected from phenyl, pyridyl, and thienyl, and ring E is substituted with 1 R and substituted with a 5 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, wherein the 5 membered heterocycle is substituted with 0-1 carbonyl and 1-2 R and there are 0-3 ring double bonds;
-
- alternatively, when 2 R groups are attached to adjacent atoms, they combine to form methylenedioxy or ethylenedioxy;
- A is selected from: C5-10 carbocycle substituted with 0-2 R4, and 5-10 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-2 R4; provided that A is other than a dihydro-benzopyran;
- B is
provided that Z and B are attached to different atoms on A and that the A-X—N moiety forms other than a N—N—N group; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 4-7 membered monocyclic or tricyclic ring consisting of, in addition to the N-Q1 group shown, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 4-7 membered ring to which another ring is fused, wherein:
- the 4-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2 and 0-1 double bonds are present within the ring;
- the fusion ring is phenyl or a 5-6 membered heteroaromatic consisting of carbon atoms and 1-2 heteroatoms selected from NR4c, O, and S;
- ring Q, which includes the 4-7 membered ring and the fusion ring, is substituted with 0-3 R4a;
- X is absent or is selected from —(CR2R2a)1-4—, —C(O)—, —C(O)CR2R2a—, —CR2R2aC(O), —S(O)2—, —S(O)2CR2R2a—, —CR2R2aS(O)2—, —NR2S(O)2—, —NR2CR2R2a—, and —OCR2R2a—;
- Z is selected from a bond, CH2, CH2CH2, CH2O, OCH2, C(O), NH, CH2NH, NHCH2, CH2C(O), C(O)CH2, C(O)NH, NHC(O), NHC(O)CH2C(O)NH, S(O)2, CH2S(O)2, S(O)2(CH2), SO2NH, and NHSO2, provided that Z does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- Z2 is selected from H, C1-4 alkyl, phenyl, benzyl, C(O)R3b, S(O)R3f, and S(O)2R3f;
- R1a is selected from H, —(CH2)r—R1b, —(CH(CH3))r—R1b, —(C(CH3)2)r—R1b, NHCH2R1c, OCH2R1c, SCH2R1c, NH(CH2)2(CH2)tR1b, and O(CH2)2(CH2)tR1b, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- alternatively, when two R1a groups are attached to adjacent atoms, together with the atoms to which they are attached they form a 5-7 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p, this ring being substituted with 0-2 R4b and 0-3 ring double bonds;
- R1b is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, F, Cl, Br, I, —CN, —CHO, CF3, OR2, NR2R2a, C(O)R2b, CO2R2b, OC(O)R2, CO2R2a, S(O)pR2, NR2(CH2)rOR2, NR2C(O)R2b, NR2C(O)NHR2, NR2C(O)2R2a, OC(O)NR2R2a, C(O)NR2R2a, C(O)NR2(CH2)rOR2, SO2NR2R2a, NR2SO2R2, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R1c is selected from H, CH(CH2OR2)2, C(O)R2c, C(O)NR2R2a, S(O)R2, S(O)2R2, and SO2NR2R2a;
- R2, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, a C5-6 carbocyclic-CH2-group substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2a, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-2 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from CF3, C1-4 alkoxy, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2c, at each occurrence, is selected from CF3, OH, C1-4 alkoxy, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R3, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
- R3a, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
- alternatively, R3 and R3a, together with the nitrogen atom to which they are attached, combine to form a 5 or 6 membered saturated, partially unsaturated, or unsaturated ring consisting of: carbon atoms and the nitrogen atom to which R3 and R3a are attached;
- R3c, at each occurrence, is selected from CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
- R3d, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2-phenyl, CH2CH2-phenyl, and C(═O)R3c;
- R4, at each occurrence, is selected from H, ═O, OR2, CH2OR2, (CH2)2OR2, F, Cl, Br, I, C1-4 alkyl, —CN, NO2, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, S(O)pR5a, CF3, CF2CF3, 5-6 membered carbocycle substituted with 0-1 R5, and a 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R4a, at each occurrence, is selected from H, ═O, CH2OR2, OR2, CH2F, F, CH2Br, Br, CH2Cl, Cl, C1-4 alkyl, CH2—CN, —CN, CH2NO2, NO2, CH2NR2R2a, NR2R2a, CH2—C(O)R2c, C(O)R2c, NR2C(O)R2b, (CH2)rC(O)NR2R2a, NR2C(O)NR2R2a, (CH2)rSO2NR2R2a, NR2SO2NR2R2a, NR2SO2—C1-4 alkyl, NR2SO2R5, (CH2)rS(O)pR5a, CH2CF3, CF3, CH2-5-6 membered carbocycle substituted with 0-1 R5, 5-6 membered carbocycle substituted with 0-1 R5, and a CH2-5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2—C(O)R3, C(O)OR3c, CH2C(O)OR3c, NR3C(O)R3a, CH2NR3C(O)R3a, C(O)NR3R3a, CH2C(O)NR3R3a, NR3C(O)NR3R3a, CH2NR3C(O)NR3R3a, C(═NR3)NR3R3a, CH2C(═NR3)NR3R3a, NR3C(═NR3)NR3R3a, CH2NR3C(═NR3)NR3R3a, SO2NR3R3a, CH2SO2NR3R3a, NR3SO2NR3R3a, CH2NR3SO2NR3R3a, NR3SO2—C1-4 alkyl, CH2NR3SO2—C1-4 alkyl, NR3SO2CF3, CH2NR3SO2CF3, NR3SO2-phenyl, CH2NR3SO2-phenyl, S(O)pCF3, CH2S(O)pCF3, S(O)p—C1-4 alkyl, CH2S(O)p—C1-4 alkyl, S(O)p-phenyl, CH2S(O)p-phenyl, CF3, and CH2—CF3;
- R4c, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2OR2, CH2F, CH2Br, CH2Cl, CH2CN, CH2NO2, CH2NR2R2a, C(O)R2c, CH2C(O)R2c, CH2NR2C(O)R2b, C(O)NR2R2a, CH2C(O)NR2R2a, CH2NR2C(O)NR2R2a, SO2NR2R2a, CH2SO2NR2R2a, CH2NR2SO2NR2R2a, CH2NR2SO2—C1-4 alkyl, C(O)NHSO2—C1-4 alkyl, CH2C(O)NHSO2—C1-4 alkyl, CH2NR2SO2R5, S(O)pR5a, CH2S(O)pR5a, CF3, CH2CF3, 5-6 membered carbocycle substituted with 0-1 R5, CH2-5-6 membered carbocycle substituted with 0-1 R5, 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5, and a CH2-5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, OR3, CH2OR3, F, Cl, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2C(O)R3, C(O)OR3c, CH2C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, NR3C(O)NR3R3a, CH(═NOR3d), C(═NR3)NR3R3a, NR3C(═NR3)NR3R3a, SO2NR3R3a, NR3SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2CF3, NR3SO2-phenyl, S(O)pCF3, S(O)p—C1-4 alkyl, S(O)p-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CN, NO2, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, NR2C(O)NR2R2a, C(═NH)NH2, NHC(═NH)NH2, SO2NR2R2a, NR2SO2NR2R2a, and NR2SO2C1-4 alkyl.
-
- ring M is substituted with 0-2 R1a and is selected from the group:
-
- ring P, including P1, P2, P3, and P4 is selected from group:
-
- one of P4 and M4 is -Z-A-B and the other -G1-G;
- G is selected from the group:
-
- G1 is absent or is selected from (CR3R3a)1-3, (CR3R3a)uC(O)(CR3R3a)w, (CR3R3a)uO(CR3R3a)w, (CR3R3a)uNR3b(CR3R3a)w, (CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uNR3bC(O)(CR3R3a)w, (CR3R3a)uNR3bC(O)(CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uS(CR3R3a)w, (CR3R3a)uS(O)(CR3R3a)w, (CR3R3a)uS(O)2(CR3R3a)w, (CR3R3a)uS(O)NR3b(CR3R3a)w, (CR3R3a)uNR3bS(O)2(CR3R3a)w, and (CR3R3a)uS(O)2NR3b(CR3R3a)w, wherein u+w total 0, 1, or 2, provided that G1 does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- A is selected from one of the following carbocyclic and heterocyclic groups which are substituted with 0-2 R4; phenyl, piperidinyl, piperazinyl, pyridyl, pyrimidyl, furanyl, morpholinyl, thienyl, pyrrolyl, pyrrolidinyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,5-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,5-triazolyl, 1,3,4-triazolyl, benzofuranyl, benzothiofuranyl, indolinyl, indolyl, benzimidazolyl, benzoxazolyl, benzthiazolyl, indazolyl, benzisoxazolyl, benzisothiazolyl, and isoindazolyl;
- B is
provided that Z and B are attached to different atoms on A; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 5-7 membered ring consisting of, in addition to the N-Q, group shown, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 5-7 membered ring to which another ring is fused, wherein:
- the 5-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, and 0-1 double bonds are present within the ring;
- the fusion ring is phenyl or a 5-6 membered heteroaromatic consisting of carbon atoms and 1-2 heteroatoms selected from NR4c, O, and S;
- ring Q, which includes the 5-7 membered ring and the fusion ring, is substituted with 0-3 R4a;
- R1a is selected from H, R1b, CH(CH3)R1b, C(CH3)2R1b, CH2R1b, and CH2CH2R1b, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- alternatively, when two R1a groups are attached to adjacent atoms, together with the atoms to which they are attached they form a 5-6 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p, this ring being substituted with 0-2 R4b and 0-3 ring double bonds;
- R1b is selected from H, CH3, CH2CH3, F, Cl, Br, —CN, —CHO, CF3, OR2, NR2R2a, C(O)R2b, CO2R2b, OC(O)R2, CO2R2a, S(O)pR2, NR2(CH2)rOR2, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, NR2SO2R2, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R2, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, phenyl substituted with 0-2 R4b, a benzyl substituted with 0-2 R4b, and a 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2a, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-2 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from CF3, C1-4 alkoxy, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2c, at each occurrence, is selected from CF3, OH, OCH3, OCH2CH3, OCH2CH2CH3, OCH(CH3)2, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R4, at each occurrence, is selected from H, CH2OR2, (CH2)2OR2, OR2, F, Cl, Br, I, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, —CN, NO2, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, CF3, and CF2CF3;
-
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2—C(O)R3, C(O)OR3c, CH2—C(O)OR3c, NR3C(O)R3a, CH2NR3C(O)R3a, C(O)NR3R3a, CH2—C(O)NR3R3a, SO2NR3R3a, CH2SO2NR3R3a, NR3SO2—C1-4 alkyl, CH2NR3SO2—C1-4 alkyl, NR3SO2-phenyl, CH2NR3SO2-phenyl, S(O)pCF3, CH2S(O)pCF3, S(O)p—C1-4 alkyl, CH2S(O)p—C1-4 alkyl, S(O)p-phenyl, CH2S(O)p-phenyl, and CF3;
- R4c, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2OR2, CH2F, CH2Br, CH2Cl, CH2CN, CH2NO2, CH2NR2R2a, C(O)R2c, CH2C(O)R2c, CH2NR2C(O)R2b, C(O)NR2R2a, CH2C(O)NR2R2a, SO2NR2R2a, CH2SO2NR2R2a, S(O)pR5a, CH2S(O)pR5a, CF3, phenyl substituted with 0-1 R5, and benzyl substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, OR3, CH2OR3, F, Cl, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2C(O)R3, C(O)OR3c, CH2C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2CF3, NR3SO2-phenyl, S(O)pCF3, S(O)p—C1-4 alkyl, S(O)p-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, SO2NR2R2a, and NR2SO2C1-4 alkyl.
- [4] In another preferred embodiment, the present invention provides a novel compound, wherein:
- ring M is substituted with 0-2 R1a and is selected from the group:
-
- ring P, including P1, P2, P3, and P4 is selected from group:
-
- one of P4 and M4 is -A-B and the other -G;
- G is selected from the group:
-
- G1 is absent or is selected from CH2, CH2CH2, CH2O, OCH2, NH, CH2NH, NHCH2, CH2C(O), C(O)CH2, C(O)NH, NHC(O), CH2S(O)2, S(O)2(CH2), SO2NH, and NHSO2, provided that G1 does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- A is selected from phenyl, pyridyl, and pyrimidyl, and is substituted with 0-2 R4;
- B is
provided that Z and B are attached to different atoms on A; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 6-7 membered ring consisting of, in addition to the N-Q1 group shown, carbon atoms and 0-1 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 5-7 membered ring to which another ring is fused, wherein:
- the 5-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-1 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, and 0-1 double bonds are present within the ring;
- the fusion ring is phenyl;
- ring Q, which includes the 5-7 membered ring and the fusion ring, is substituted with 0-2R4a;
- R1a is selected from H, R1b, C(CH3)2R1b, and CH2R1b, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- R1b is selected from CH3, CH2CH3, F, Cl, Br, —CN, CF3, OR2, NR2R2a, C(O)R2b, CO2R2b, CO2R2a, S(O)pR2, C(O)NR2R2a, SO2NR2R2a, NR2SO2R2, and 5-6 membered aromatic heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R2, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, phenyl substituted with 0-1 R4b, benzyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R2a, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-1 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from OCH3, OCH2CH3, OCH2CH2CH3, OCH(CH3)2, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R2c, at each occurrence, is selected from OH, OCH3, OCH2CH3, OCH2CH2CH3, OCH(CH3)2, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R4, at each occurrence, is selected from OH, OR2, CH2OR2, (CH2)2OR2, F, Br, Cl, I, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, CF3, and CF2CF3;
- R4a, at each occurrence, is selected from H, ═O, CH2OR2, OR2, F, Br, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2NR2R2a, NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, and CF3;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)p—C1-4 alkyl, S(O)p-phenyl, and CF3;
- R4c, at each occurrence, is selected from H, CH3, CH2CH3, phenyl substituted with 0-1 R5, and benzyl substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, OR3, CH2OR3, F, Cl, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)p—C1-4 alkyl, S(O)p-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and,
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, and SO2NR2R2a.
-
- ring M is substituted with 0-1 R1a and is selected from the group:
-
- ring P, including P1, P2, P3, and P4 is selected from group:
-
- one of P4 and M 4 is -A-B and the other -G;
- G is selected from:
-
- A is selected from the group: phenyl, 2-pyridyl, 3-pyridyl, 2-pyrimidyl, 2-Cl-phenyl, 3-Cl-phenyl, 2-F-phenyl, 3-F-phenyl, 2-methylphenyl, 2-aminophenyl, and 2-methoxyphenyl;
- B is attached to a different atom on A than M and is selected from the group:
-
- R1a is selected from H, CH3, CH2CH3, CH2CH2CH3, CH2F, CH2Cl, Br, CH2Br, —CN, CH2CN, CF3, CH2CF3, OCH3, CH2OH, C(CH3)2OH, CH2OCH3, NH2, CH2NH2, NHCH3, CH2NHCH3, N(CH3)2, CH2N(CH3)2, CO2H, COCH3, CO2CH3, CH2CO2CH3, SCH3, CH2SCH3, S(O)CH3, CH2S(O)CH3, S(O)2CH3, CH2S(O)2CH3, C(O)NH2, CH2C(O)NH2, SO2NH2, CH2SO2NH2, NHSO2CH3, CH2NHSO2CH3, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridin-2-yl-N-oxide, pyridin-3-yl-N-oxide, pyridin-4-yl-N-oxide, imidazol-1-yl, CH2-imidazol-1-yl, 4-methyl-oxazol-2-yl, 4-N,N-dimethylaminomethyl-oxazol-2-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-5-yl, CH2-1,2,3,4-tetrazol-1-yl, and CH2-1,2,3,4-tetrazol-5-yl, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- R2, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, phenyl substituted with 0-1 R4b, benzyl substituted with 0-1 R4b, and 5 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R2a, at each occurrence, is selected from H, CH3, and CH2CH3;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-1 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from OCH3, OCH2CH3, CH3, and CH2CH3;
- R2c, at each occurrence, is selected from OH, OCH3, OCH2CH3, CH3, and CH2CH3;
- R4a, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, and C(CH3)3;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2-phenyl, S(O)2CH3, S(O)2-phenyl, and CF3;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, OR3, CH2OR3, F, Cl, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)2—CH3, S(O)2-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, and SO2NR2R2a.
-
- P4 is -G;
- M4 is -A-B;
- G is selected from:
-
- A-B is selected from:
-
- P4 is -G;
- M4 is -A-B;
- A-B is selected from:
-
- 3-methoxy-1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-1,4,5,6-tetrahydro-7-H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-3-[(methylamino)methyl]-6-[4-(2-oxo-1-piperidinyl)phenyl]-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(3-chloro-4-fluorophenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridine-7-one;
- 1-[3-(aminomethyl)-4-fluorophenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridine-7-one;
- 1-(3-amino-1,2-benzisoxazol-5-yl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridine-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxohexahydro-1H-azepin-1-yl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperazinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-imidazolidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxotetrahydro-1(2H)-pyrimidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 6-[4-(3-ethyl-2-oxo-2,3-dihydro-1H-benzimidazol-1-yl)phenyl]-1-(4-methoxyphenyl)-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carbonitrile;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(1H-tetraazol-5-yl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl-4,5,6,7-tetrahydro-1H-pyrazole-[3,4-c]pyridine-3-carboxamide;
- 3-bromo-1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl) phenyl]1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(4-pyridinyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(4-pyridinyl-N-oxide)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(3-pyridinyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(3-pyridinyl-N-oxide)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(2-pyridinyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-7-oxo-6-[5-(2-oxo-1-piperidinyl)2-pyridinyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(4-methoxyphenyl)-3-(methylsulfonyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-(4-(2-oxo-1(2H)-pyridinyl)phenyl]-3-(2-pyridinyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-[3-(aminomethyl)phenyl]-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 3-[7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-1-yl]benzamide;
- 1-(3-chlorophenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(3-chlorophenyl)-7-oxo-6-[4-(2-oxo-1(2H)pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(3-chlorophenyl)-N,N-dimethyl-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(3-chloro-4-fluorophenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carbonitrile;
- 1-(3-amino-1H-indazol-5-yl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(3-amino-1,2-benzisoxazol-5-yl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(2,3-dihydro-1H-indol-6-yl)-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(2,3-dihydro-1H-indol-6-yl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-3-(trifluoromethyl)-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(2,3-dihydro-1H-isoindol-5-yl)-6-[4-(2-oxo-2H-pyridin-1-yl)phenyl]-3-trifluoromethyl-1,4,5,6-tetrahydropyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-3-(2-pyrrolidin-1-ylmethyl-phenyl)-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- ethyl 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylate;
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid;
- 1-(4-methoxyphenyl)-N,N-dimethyl-7-oxo-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- N-({1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3-yl}carbonyl)methanesulfonamide;
- 1-(4-hydroxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid amide;
- 1-(4-methoxyphenyl)-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-3-(1H-tetraazol-5-yl)-1,4,5,6,-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 3-{4-[dimethylamino)methyl]-1,3-oxazol-2-yl}-1-(4-methoxyphenyl)-6-[4-(2-oxo-1(2H)-pyridinyl)phenyl]-1,4,5,6,-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 3-{4-[dimethylamino)methyl]-1,3-oxazol-2-yl}-1-(4-methoxyphenyl)-6-[4-(2-oxo-1-piperidinyl)phenyl]-1,4,5,6,-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperazinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(4-methoxyphenyl)-3-(methylsulfonyl)-6-[4-(2-oxo-1-piperazinyl)phenyl]-1,4,5,6-tetrahydro-7H-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxy-phenyl)-3-(4-methyl-oxazol-2-yl)-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxy-phenyl)-3-(4-methyl-oxazol-2-yl)-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 3-acetyl-1-(4-methoxy-phenyl)-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 3-(4,5-dihydro-1H-imidazol-2-yl)-1-(4-methoxy-phenyl)-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxy-phenyl)-3-(1-methyl-4,5-dihydro-1H-imidazol-2-yl)-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxy-phenyl)-3-(1-methyl-1H-imidazol-2-yl)-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 1-(4-methoxy-phenyl)-3-methyl-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 3-hydroxymethyl-1-(4-methoxy-phenyl)-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 3-(1-hydroxy-1-methyl-ethyl)-1-(4-methoxy-phenyl)-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydropyrazolo[3,4-c]pyridin-7-one;
- 3-(1-hydroxy-1-methyl-ethyl)-1-(4-methoxy-phenyl)-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 2-dimethylamino-N-{1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3-ylmethyl}-N-methylacetamide;
- 2-dimethylamino-N-{1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3-ylmethyl}acetamide;
- N-{1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3-ylmethyl}-2-pyridin-2-yl-acetamide;
- N-{1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridin-3-ylmethyl}-2-(1-oxypyridin-2-yl)acetamide;
- 6-[4-(1,1-dioxo-116-isothiazolidin-2-yl)-phenyl]-1-(4-methoxy-phenyl)-7-oxo-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid amide;
- N-hydroxy-3-{7-oxo-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl}-benzamidine;
- N-methoxy-3-{7-oxo-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl}-benzamidine;
- 1-(3-cyano-4-fluorophenyl-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide;
- 1-(3-aminomethyl-4-fluoro-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxylic acid amide;
- 2-{7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl}-benzenesulfonamide;
- 2-{7-oxo-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl}-benzenesulfonamide;
- N-acetyl-2-{7-oxo-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl}-benzenesulfonamide;
- 1-(3-chloro-phenyl)-3-methanesulfonyl-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 1-(3-chloro-phenyl)-3-methanesulfonyl-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one;
- 1-(3-chloro-phenyl)-3-(1-hydroxy-1-methyl-ethyl)-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-1,4,5,6-tetrahydro-pyrazolo[3,4-c]pyridin-7-one; and
- 3-{7-oxo-6-[4-(2-oxo-2H-pyridin-1-yl)-phenyl]-3-trifluoromethyl-4,5,6,7-tetrahydro-pyrazolo[3,4-c]pyridin-1-yl}-benzamide;
or a pharmaceutically acceptable salt form thereof.
-
- ring M, including M1, M2, and, if present, M3, is phenyl or a 3-10 membered carbocyclic or 4-10 membered heterocyclic ring consisting of: carbon atoms and 1-4 heteroatoms selected from O, S(O)p, N, and NZ2;
- ring M is substituted with 0-3 R1a and 0-2 carbonyl groups, and there are 0-3 ring double bonds;
- one of P4 and M4 is -Z-A-B and the other -G1-G;
- G is a group of Formula IIa or IIb:
-
- ring D, including the two atoms of Ring E to which it is attached, is a 5-6 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p; ring D is substituted with 0-2 R and there are 0-3 ring double bonds;
- E is selected from phenyl, pyridyl, pyrimidyl, pyrazinyl, and pyridazinyl, and is substituted with 1-2 R;
- alternatively, ring D is absent, and ring E is selected from phenyl, pyridyl, pyrimidyl, and thienyl, and ring E is substituted with 1-2 R;
- alternatively, ring D is absent, ring E is selected from phenyl, pyridyl, and thienyl, and ring E is substituted with 1 R and substituted with a 5 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, wherein the 5 membered heterocycle is substituted with 0-1 carbonyl and 1-2 R and there are 0-3 ring double bonds;
- R is selected from H, C1-4 alkyl, F, Cl, OH, OCH3, OCH2CH3, OCH(CH3)2, CN, C(═NH)NH2, C(═NH)NHOH, C(═NH)NHOCH3, NH2, NH(C1-3 alkyl), N(C1-3 alkyl)2, C(═NH)NH2, CH2NH2, CH2NH(C1-3 alkyl), CH2N(C1-3 alkyl)2, (CR8R9)tNR7R8, C(O)NR7R8, CH2C(O)NR7R8, S(O)pNR7R8, CH2S(O)pNR7R8, SO2R3, and OCF3;
- alternatively, when 2 R groups are attached to adjacent atoms, they combine to form methylenedioxy or ethylenedioxy;
- A is selected from: C5-10 carbocycle substituted with 0-2 R4, and 5-10 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p and substituted with 0-2 R4; provided that A is other than a dihydro-benzopyran;
- B is
provided that Z and B are attached to different atoms on A and that the A-X—N moiety forms other than a N—N—N group; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 4-7 membered monocyclic or tricyclic ring consisting of, in addition to the N-Q1 group shown, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 4-7 membered ring to which another ring is fused, wherein:
- the 4-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2 and 0-1 double bonds are present within the ring;
- the fusion ring is phenyl or a 5-6 membered heteroaromatic consisting of carbon atoms and 1-2 heteroatoms selected from NR4c, O, and S;
- ring Q, which includes the 4-7 membered ring and the fusion ring, is substituted with 0-3 R4a;
- X is absent or is selected from —(CR2R2a)1-4—, —C(O)—, —C(O)CR2R2a—, —CR2R2aC(O), —S(O)2—, —S(O)2CR2R2a—, —CR2R2aS(O)2—, —NR2S(O)2—, —NR2CR2R2a—, and —OCR2R2a—;
- Z is selected from a bond, CH2, CH2CH2, CH2O, OCH2, C(O), NH, CH2NH, NHCH2, CH2C(O), C(O)CH2, C(O)NH, NHC(O), NHC(O)NH, NHC(O)CH2C(O)NH, C(O)NHS(O)2, S(O)2, CH2S(O)2, S(O)2(CH2), SO2NH, and NHSO2, provided that Z does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- Z2 is selected from H, C1-4 alkyl, phenyl, benzyl, C(O)R3b, S(O)R3f, and S(O)2R3f;
- R1a is selected from H, —(CH2)r—R1b, —(CH(CH3))r—R1b, —(C(CH3)2)r—R1b, NHCH2R1c, OCH2R1c, SCH2R1c, NH(CH2)2(CH2)tR1b, and O(CH2)2(CH2)tR1b, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- alternatively, when two R1a groups are attached to adjacent atoms, together with the atoms to which they are attached they form a 5-7 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p, this ring being substituted with 0-2 R4b and 0-3 ring double bonds;
- R1b is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, F, Cl, Br, I, —CN, —CHO, CF3, OR2, NR2R2a, C(O)R2b, CO2R2b, OC(O)R2, CO2R2a, S(O)pR2, NR2(CH2)rOR2, NR2C(O)R2b, NR2C(O)NHR2, NR2C(O)2R2a, OC(O)NR2R2a, C(O)NR2R2a, C(O)NR2(CH2)rOR2, SO2NR2R2a, NR2SO2R2, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R1c is selected from H, CH(CH2OR2)2, C(O)R2c, C(O)NR2R2a, S(O)R2, S(O)2R2, and SO2NR2R2a;
- R2, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, a C5-6 carbocyclic-CH2-group substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2a, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-2 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from CF3, C1-4 alkoxy, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2c, at each occurrence, is selected from CF3, OH, C1-4 alkoxy, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, benzyl, C5-6 carbocycle substituted with 0-2 R4b, and 5-6 membered heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R3, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
- R3a, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
- alternatively, R3 and R3a, together with the nitrogen atom to which they are attached, combine to form a 5 or 6 membered saturated, partially unsaturated, or unsaturated ring consisting of: carbon atoms and the nitrogen atom to which R3 and R3a are attached;
- R3c, at each occurrence, is selected from CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, and phenyl;
- R3d, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2-phenyl, CH2CH2-phenyl, and C(═O)R3c;
- R4, at each occurrence, is selected from H, ═O, OR2, CH2OR2, (CH2)2OR2, F, Cl, Br, I, C1-4 alkyl, —CN, NO2, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, S(O)pR5a, CF3, CF2CF3, 5-6 membered carbocycle substituted with 0-1 R5, and a 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R4a, at each occurrence, is selected from H, ═O, CH2OR2, OR2, CH2F, F, CH2Br, Br, CH2Cl, Cl, C1-4 alkyl, CH2—CN, —CN, CH2NO2, NO2, CH2NR2R2a, NR2R2a, CH2—C(O)R2c, C(O)R2c, NR2C(O)R2b, (CH2)rC(O)NR2R2a, NR2C(O)NR2R2a, (CH2)rSO2NR2R2a, NR2SO2NR2R2a, NR2SO2—C1-4 alkyl, NR2SO2R5, (CH2)rS(O)pR5a, CH2CF3, CF3, CH2-5-6 membered carbocycle substituted with 0-1 R5, 5-6 membered carbocycle substituted with 0-1 R5, and a CH2-5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5, and 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2—C(O)R3, C(O)OR3c, CH2C(O)OR3c, NR3C(O)R3a, CH2NR3C(O)R3a, C(O)NR3R3a, CH2C(O)NR3R3a, NR3C(O)NR3R3a, CH2NR3C(O)NR3R3a, C(═NR3)NR3R3a, CH2C(═NR3)NR3R3a, NR3C(═NR3)NR3R3a, CH2NR3C(═NR3)NR3R3a, SO2NR3R3a, CH2SO2NR3R3a, NR3SO2NR3R3a, CH2NR3SO2NR3R3a, NR3SO2—C1-4 alkyl, CH2NR3SO2—C1-4 alkyl, NR3SO2CF3, CH2NR3SO2CF3, NR3SO2-phenyl, CH2NR3SO2-phenyl, S(O)pCF3, CH2S(O)pCF3, S(O)p—C1-4 alkyl, CH2S(O)p—C1-4 alkyl, S(O)p-phenyl, CH2S(O)p-phenyl, CF3, and CH2—CF3;
- R4c, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2OR2, CH2F, CH2Br, CH2Cl, CH2CN, CH2NO2, CH2NR2R2a, C(O)R2c, CH2C(O)R2c, CH2NR2C(O)R2b, C(O)NR2R2a, CH2C(O)NR2R2a, CH2NR2C(O)NR2R2a, SO2NR2R2a, CH2SO2NR2R2a, CH2NR2SO2NR2R2a, CH2NR2SO2—C1-4 alkyl, C(O)NHSO2—C1-4 alkyl, CH2C(O)NHSO2—C1-4 alkyl, CH2NR2SO2R5, S(O)pR5a, CH2S(O)pR5a, CF3, CH2CF3, 5-6 membered carbocycle substituted with 0-1 R5, CH25-6 membered carbocycle substituted with 0-1 R5, 5-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5, and a CH25-6 membered heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, OR3, CH2OR3, F, Cl, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2C(O)R3, C(O)OR3c, CH2C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, NR3C(O)NR3R3a, CH(═NOR3d), C(═NR3)NR3R3a, NR3C(═NR3)NR3R3a, SO2NR3R3a, NR3SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2CF3, NR3SO2-phenyl, S(O)pCF3, S(O)p—C1-4 alkyl, S(O)p-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, —CN, NO2, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, NR2C(O)NR2R2a, C(═NH)NH2, NHC(═NH)NH2, SO2NR2R2a, NR2SO2NR2R2a, and NR2SO2C1-4 alkyl.
-
- ring M, including M1, M2, and, if present, M3, is selected from phenyl, pyrrole, furan, thiophene, pyrazole, imidazole, isoxazole, oxazole, isothiazole, thiazole, 1,2,3-triazole, 1,2,4-triazole, 1,3,4-triazole, 1,2,3-oxadiazole, 1,2,4-oxadiazole, 1,3,4-oxadiazole, 1,2,3-thiadiazole, 1,2,4-thiadiazole, 1,3,4-thiadiazole, 1,2,3,4-tetrazole, 1,2,3,5-tetrazole, pyran, thiopyran, thiopyran=1,1-dioxide, pyridine, pyrimidine, pyridazine, pyrazine, 1,2,3-triazine, 1,2,4-triazine, 1,2,3,4-tetrazine, dihydro-pyrrole, dihydro-furan, dihydro-thiophene, dihydro-pyrazole, dihydro-imidazole, dihydro-isoxazole, dihydro-oxazole, dihydro-isothiazole, dihydro-thiazole, dihydro-1,2,3-triazole, dihydro-1,2,4-triazole, dihydro-1,3,4-triazole, dihydro-1,2,3-oxadiazole, dihydro-1,2,4-oxadiazole, dihydro-1,3,4-oxadiazole, dihydro-1,2,3-thiadiazole, dihydro-1,2,4-thiadiazole, dihydro-1,3,4-thiadiazole, dihydro-1,2,3,4-tetrazole, dihydro-1,2,3,5-tetrazole, dihydro-pyran, dihydro-thiopyran, dihydro-thiopyran=1,1-dioxide, dihydro-pyridine, dihydro-pyrimidine, dihydro-pyridazine, dihydro-pyrazine, dihydro-1,2,3-triazine, dihydro-1,2,4-triazine, dihydro-1,2,3,4-tetrazine, cyclopentene, cyclopentane, cyclohexene, cyclohexane, tetrahydro-pyrrole, tetrahydro-furan, tetrahydro-thiophene, tetrahydro-thiophene-1,1-dioxide, tetrahydro-pyrazole, tetrahydro-imidazole, tetrahydro-isoxazole, tetrahydro-oxazole, tetrahydro-isothiazole, tetrahydro-thiazole, tetrahydro-1,2,3-triazole, tetrahydro-1,2,4-triazole, tetrahydro-1,3,4-triazole, tetrahydro-1,2,3-oxadiazole, tetrahydro-1,2,4-oxadiazole, tetrahydro-1,3,4-oxadiazole, tetrahydro-1,2,3-thiadiazole, tetrahydro-1,2,4-thiadiazole, tetrahydro-1,3,4-thiadiazole, tetrahydro-1,2,3,4-tetrazole, tetrahydro-1,2,3,5-tetrazole, tetrahydro-pyran, tetrahydro-thiopyran, tetrahydro-thiopyran-1,1-dioxide, tetrahydro-pyridine, tetrahydro-pyrimidine, tetrahydro-pyridazine, tetrahydro-pyrazine, tetrahydro-1,2,3-triazine, tetrahydro-1,2,4-triazine, and tetrahydro-1,2,3,4-tetrazine;
- ring M is substituted with 0-3 R1a and 0-1 carbonyl group;
- G is selected from the group:
-
- G1 is absent or is selected from (CR3R3a)1-3, (CR3R3a)uC(O)(CR3R3a)w, (CR3R3a)uO(CR3R3a)w, (CR3R3a)uNR3b(CR3R3a)w, (CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uNR3bC(O)(CR3R3a)w, (CR3R3a)uNR3bC(O)(CR3R3a)uC(O)NR3b(CR3R3a)w, (CR3R3a)uS(CR3R3a)w, (CR3R3a)uS(O)(CR3R3a)w, (CR3R3a)uS(O)2(CR3R3a)w, (CR3R3a)uS(O)NR3b(CR3R3a)w, (CR3R3a)uNR3bS(O)2(CR3R3a)w, (CR3R3a)uS(O)2NR3b(CR3R3a)w, and (CR3R3a)uC(O)NR3bS(O)2(CR3R3a)w, wherein u+w total 0, 1, or 2, provided that G1 does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- A is selected from one of the following carbocyclic and heterocyclic groups which are substituted with 0-2 R4; phenyl, piperidinyl, piperazinyl, pyridyl, pyrimidyl, furanyl, morpholinyl, thienyl, pyrrolyl, pyrrolidinyl, oxazolyl, isoxazolyl, thiazolyl, isothiazolyl, pyrazolyl, imidazolyl, 1,2,3-oxadiazolyl, 1,2,4-oxadiazolyl, 1,2,5-oxadiazolyl, 1,3,4-oxadiazolyl, 1,2,3-thiadiazolyl, 1,2,4-thiadiazolyl, 1,2,5-thiadiazolyl, 1,3,4-thiadiazolyl, 1,2,3-triazolyl, 1,2,4-triazolyl, 1,2,5-triazolyl, 1,3,4-triazolyl, benzofuranyl, benzothiofuranyl, indolinyl, indolyl, benzimidazolyl, benzoxazolyl, benzthiazolyl, indazolyl, benzisoxazolyl, benzisothiazolyl, and isoindazolyl;
- B is
provided that Z and B are attached to different atoms on A; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 5-7 membered ring consisting of, in addition to the N-Q1 group shown, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 5-7 membered ring to which another ring is fused, wherein:
- the 5-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-2 heteroatoms selected from NR4c, O, S, S(O), and S(O)2 and 0-1 double bonds are present within the ring;
- the fusion ring is phenyl or a 5-6 membered heteroaromatic consisting of carbon atoms and 1-2 heteroatoms selected from NR4c, O, and S;
- ring Q, which includes the 5-7 membered ring and the fusion ring, is substituted with 0-3 R4a;
- R1a is selected from H, R1b, CH(CH3)R1b, C(CH3)2R1b, CH2R1b, and CH2CH2R1b, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- alternatively, when two R1a groups are attached to adjacent atoms, together with the atoms to which they are attached they form a 5-6 membered ring consisting of: carbon atoms and 0-2 heteroatoms selected from the group consisting of N, O, and S(O)p, this ring being substituted with 0-2 R4b and 0-3 ring double bonds;
- R1b is selected from H, CH3, CH2CH3, F, Cl, Br, —CN, —CHO, CF3, OR2, NR2R2a, C(O)R2b, CO2R2b, OC(O)R2, CO2R2a, S(O)pR2, NR2(CH2)rOR2, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, NR2SO2R2, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R2, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, phenyl substituted with 0-2 R4b, a benzyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2a, at each occurrence, is selected from H, CF3, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-2 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from CF3, C1-4 alkoxy, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R2c, at each occurrence, is selected from CF3, OH, OCH3, OCH2CH3, OCH2CH2CH3, OCH(CH3)2, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-2 R4b, and 5-6 membered aromatic heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b;
- R4, at each occurrence, is selected from H, CH2OR2, (CH2)2OR2, OR2, F, Cl, Br, I, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, —CN, NO2, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, CF3, and CF2CF3;
- R4a, at each occurrence, is selected from H, ═O, CH2OR2, OR2, F, Br, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, —CN, NO2, CH2NR2R2a, NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, NR2C(O)NR2R2a, SO2NR2R2a, and —CF3;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2—C(O)R3, C(O)OR3c, CH2—C(O)OR3c, NR3C(O)R3a, CH2NR3C(O)R3a, C(O)NR3R3a, CH2—C(O)NR3R3a, SO2NR3R3a, CH2SO2NR3R3a, NR3SO2—C1-4 alkyl, CH2NR3SO2—C1-4 alkyl, NR3SO2-phenyl, CH2NR3SO2-phenyl, S(O)pCF3, CH2S(O)pCF3, S(O)p—C1-4 alkyl, CH2S(O)p—C1-4 alkyl, S(O)p-phenyl, CH2S(O)p-phenyl, and CF3;
- R4c, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2OR2, CH2F, CH2Br, CH2Cl, CH2CN, CH2NO2, CH2NR2R2a, C(O)R2c, CH2C(O)R2c, CH2NR2C(O)R2b, C(O)NR2R2a, CH2C(O)NR2R2a, SO2NR2R2a, CH2SO2NR2R2a, S(O)pR5a, CH2S(O)pR5a, CF3, phenyl substituted with 0-1 R5, and benzyl substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, OR3, CH2OR3, F, Cl, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, CH2C(O)R3, C(O)OR3c, CH2C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2CF3, NR3SO2-phenyl, S(O)pCF3, S(O)p—C1-4 alkyl, S(O)p-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and,
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, SO2NR2R2a, and NR2SO2C1-4 alkyl.
-
- J is selected from O, S, NH, and NR1a;
- G is selected from the group:
-
- G1 is absent or is selected from CH2, CH2CH2, CH2O, OCH2, NH, CH2NH, NHCH2, CH2C(O), C(O)CH2, C(O)NH, NHC(O), NHC(O)NH, C(O)NHS(O)2, CH2S(O)2, S(O)2(CH2), SO2NH, and NHSO2, provided that G1 does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- A is selected from indolinyl, phenyl, pyridyl, and pyrimidyl, and is substituted with 0-2 R4;
- B is
provided that Z and B are attached to different atoms on A; provided that B is other than triazolone, quinolone, or isoquinolone, wherein the triazolone, quinolone, and isoquinolone groups are substituted or unsubstituted;
-
- Q1 is selected from C═O and SO2;
- ring Q is a 6-7 membered ring consisting of, in addition to the N-Q1 group shown, carbon atoms and 0-1 heteroatoms selected from NR4c, O, S, S(O), and S(O)2, wherein: 0-2 double bonds are present within the ring and the ring is substituted with 0-2 R4a;
- alternatively, ring Q is a 5-7 membered ring to which another ring is fused, wherein:
- the 5-7 membered ring consists of, in addition to the shown amide group, carbon atoms and 0-1 heteroatoms selected from NR4c, O, S, S(O), and S(O)2 and 0-1 double bonds are present within the ring;
- the fusion ring is phenyl;
- ring Q, which includes the 5-7 membered ring and the fusion ring, is substituted with 0-2R4a;
- R1a is selected from H, R1b, C(CH3)2R1b, and CH2R1b, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- R1b is selected from CH3, CH2CH3, F, Cl, Br, —CN, CF3, OR2, NR2R2a, C(O)R2b, CO2R2b, CO2R2a, S(O)pR2, C(O)NR2R2a, SO2NR2R2a, NR2SO2R2, and 5-6 membered aromatic heterocycle consisting of carbon atoms and from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-2 R4b, provided that R1b forms other than an O—O, N-halo, N—S, or N—CN bond;
- R2, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, phenyl substituted with 0-1 R4b, benzyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R2a, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-1 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from OH, OCH3, OCH2CH3, OCH2CH2CH3, OCH(CH3)2, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R2c, at each occurrence, is selected from OH, OCH3, OCH2CH3, OCH2CH2CH3, OCH(CH3)2, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, benzyl, phenyl substituted with 0-1 R4b, and 5-6 membered aromatic heterocycle containing from 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R4, at each occurrence, is selected from OH, OR2, CH2OR2, (CH2)2OR2, F, Br, Cl, I, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, NR2R2a, CH2NR2R2a, (CH2)2NR2R2a, CF3, and CF2CF3;
- R4a, at each occurrence, is selected from H, ═O, CH2OR2, OR2, F, Br, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, C(CH3)3, CH2NR2R2a, NR2R2a, C(O)R2c, NR2C(O)R2b, C(O)NR2R2a, SO2NR2R2a, and CF3;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)p—C1-4 alkyl, S(O)p-phenyl, and CF3;
- R4c, at each occurrence, is selected from H, CH3, CH2CH3, phenyl substituted with 0-1 R5, and benzyl substituted with 0-1 R5;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, OR3, CH2OR3, F, Cl, —CN, NO2, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)p—C1-4 alkyl, S(O)p-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, —CN, NO2, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, and SO2NR2R2a.
-
- J is selected from O, S, NH, and NR1a;
- P4 is -G1-G;
- M4 is —Z-A-B;
- G is selected from:
-
- G1 is absent or is selected from CH2NH, NHCH2, CH2C(O), C(O)CH2, C(O)NH, NHC(O), NHC(O)NH, CH2S(O)2, S(O)2(CH2), SO2NH, and NHSO2, provided that G1 does not form a N—S, NCH2N, NCH2O, or NCH2S bond with either group to which it is attached;
- A is selected from the group: indolinyl, phenyl, 2-pyridyl, 3-pyridyl, 2-pyrimidyl, 2-Cl-phenyl, 3-Cl-phenyl, 2-F-phenyl, 3-F-phenyl, 2-methylphenyl, 2-aminophenyl, and 2-methoxyphenyl;
- B is attached to a different atom on A than M and is selected from the group:
-
- R1a is selected from H, CH3, CH2CH3, CH2CH2CH3, CH2F, CH2Cl, Br, CH2Br, —CN, CH2CN, CF3, CH2CF3, OCH3, CH2OH, C(CH3)2OH, CH2OCH3, NH2, CH2NH2, NHCH3, CH2NHCH3, N(CH3)2, CH2N(CH3)2, CO2H, COCH3, CO2CH3, CH2CO2CH3, SCH3, CH2SCH3, S(O)CH3, CH2S(O)CH3, S(O)2CH3, CH2S(O)2CH3, C(O)NH2, CH2C(O)NH2, SO2NH2, CH2SO2NH2, NHSO2CH3, CH2NHSO2CH3, pyridin-2-yl, pyridin-3-yl, pyridin-4-yl, pyridin-2-yl-N-oxide, pyridin-3-yl-N-oxide, pyridin-4-yl-N-oxide, imidazol-1-yl, CH2-imidazol-1-yl, 4-methyl-oxazol-2-yl, 4-N,N-dimethylaminomethyl-oxazol-2-yl, 1,2,3,4-tetrazol-1-yl, 1,2,3,4-tetrazol-5-yl, CH2-1,2,3,4-tetrazol-1-yl, and CH2-1,2,3,4-tetrazol-5-yl, provided that R1a forms other than an N-halo, N—S, or N—CN bond;
- R2, at each occurrence, is selected from H, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, phenyl substituted with 0-1 R4b, benzyl substituted with 0-1 R4b, and 5 membered aromatic heterocycle consisting of: carbon atoms and 1-4 heteroatoms selected from the group consisting of N, O, and S(O)p, and substituted with 0-1 R4b;
- R2a, at each occurrence, is selected from H, CH3, and CH2CH3;
- alternatively, R2 and R2a, together with the atom to which they are attached, combine to form a 5 or 6 membered saturated, partially saturated or unsaturated ring substituted with 0-1 R4b and consisting of: 0-1 additional heteroatoms selected from the group consisting of N, O, and S(O)p;
- R2b, at each occurrence, is selected from OCH3, OCH2CH3, CH3, and CH2CH3;
- R2c, at each occurrence, is selected from OH, OCH3, OCH2CH3, CH3, and CH2CH3;
- R4a, at each occurrence, is selected from H, ═O, CH3, CH2CH3, CH2CH2CH3, CH(CH3)2, CH2CH2CH2CH3, CH2CH(CH3)2, CH(CH3)CH2CH3, and C(CH3)3;
- R4b, at each occurrence, is selected from H, ═O, OR3, CH2OR3, F, Cl, CH3, CH2CH3, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2-phenyl, S(O)2CH3, S(O)2-phenyl, and CF3;
- R5, at each occurrence, is selected from H, ═O, CH3, CH2CH3, OR3, CH2OR3, F, Cl, NR3R3a, CH2NR3R3a, C(O)R3, C(O)OR3c, NR3C(O)R3a, C(O)NR3R3a, SO2NR3R3a, NR3SO2—C1-4 alkyl, NR3SO2-phenyl, S(O)2—CH3, S(O)2-phenyl, CF3, phenyl substituted with 0-2 R6, naphthyl substituted with 0-2 R6, and benzyl substituted with 0-2 R6; and
- R6, at each occurrence, is selected from H, OH, OR2, F, Cl, CH3, CH2CH3, NR2R2a, CH2NR2R2a, C(O)R2b, CH2C(O)R2b, NR2C(O)R2b, and SO2NR2R2a.
-
- G is selected from:
-
- A-B is selected from:
-
- P4 is -G; and
- A-B is selected from:
-
- 1-(3-amino-1,2-benzisoxazol-5-yl)-5-{[5-(2-oxo-1-piperidinyl)-2,3-dihydro-1H-indol-1-yl]carbonyl}-1H-pyrazole-3-carboxamide;
- 1-(3-amino-1,2-benzisoxazol-5-yl)-5-{[6-(2-oxo-1-piperidinyl)-2,3-dihydro-1H-indol-1-yl]carbonyl}-1H-pyrazole-3-carboxamide;
- 1-(3-amino-1,2-benzisoxazol-5-yl)-5-{[5-(2-oxohexahydro-1H-azepin-1-yl)-2,3-dihydro-1H-indol-1-yl]carbonyl}-1H-pyrazole-3-carboxamide;
- 1-(3-amino-1,2-benzisoxazol-5-yl)-5-{[6-(2-oxohexahydro-1H-azepin-1-yl)-2,3-dihydro-1H-indol-1-yl]carbonyl}-1H-pyrazole-3-carboxamide;
- 2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1-piperidinyl)phenyl]benzamide;
- 2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1(2H)-pyridinyl)phenyl]benzamide;
- 2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxotetrahydro-1(2H)-pyrimidinyl)phenyl]benzamide;
- 5-chloro-N-[2-({[4-(2-oxo-1-piperidinyl)phenyl]amino}carbonyl)phenyl]-2-pyridinecarboxamide;
- 5-chloro-N-[2-({[4-(2-oxo-1(2H)-pyridinyl)phenyl]amino}carbonyl)phenyl]-2-pyridinecarboxamide;
- 5-chloro-N-[2-({[4-(2-oxotetrahydro-1(2H)-pyrimidinyl)phenyl]amino}carbonyl)phenyl]-2-pyridinecarboxamide;
- 4-chloro-2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1-piperidinyl)phenyl]benzamide;
- 4-chloro-2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1(2H)-pyridinyl)phenyl]benzamide;
- 4-chloro-2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxotetrahydro-1(2H)-pyrimidinyl)phenyl]benzamide;
- 2-[(4-chlorobenzoyl)amino]-4-[(methylsulfonyl)amino]-N-[4-(2-oxo-1-piperidinyl)phenyl]benzamide;
- 2-[(4-chlorobenzoyl)amino]-4-[(methylsulfonyl)amino]-N-[4-(2-oxo-1(2H)-pyridinyl)phenyl]benzamide;
- 2-[(4-chlorobenzoyl)amino]-4-[(methylsulfonyl)amino]-N-[4-(2-oxotetrahydro-1(2H)-pyrimidinyl)phenyl]benzamide;
- 5-chloro-N-[5-[(methylsulfonyl)amino]-2-({[4-(2-oxo-1-piperidinyl)phenyl]amino}carbonyl)phenyl]-2-pyridinecarboxamide;
- 2-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1-piperidinyl)phenyl]nicotinamide;
- 3-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1-piperidinyl)phenyl]isonicotinamide;
- 4-[(4-chlorobenzoyl)amino]-N-[4-(2-oxo-1-piperidinyl)phenyl]nicotinamide;
- 5-chloro-N-[3-({[4-(2-oxo-1-piperidinyl)phenyl]amino}carbonyl)-4-pyridinyl]-2-pyridinecarboxamide;
- 5-chloro-N-[3-({[4-(2-oxo-1(2H)-pyridinyl)phenyl]amino}carbonyl)-4-pyridinyl]-2-pyridinecarboxamide;
- 5-chloro-N-[5-chloro-3-methoxy-2-({[4-(2-oxo-1(2H)-pyridinyl)phenyl]amino}carbonyl)phenyl]-2-pyridinecarboxamide;
- 5-chloro-N-[5-chloro-3-methoxy-2-({[4-(2-oxo-1-piperidinyl)phenyl]amino}carbonyl)phenyl]-2-pyridinecarboxamide;
- methyl 2-[2-fluoro-4-(2-oxo-1(2H)-pyridinyl)phenyl]-3-[1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]-3-oxopropanoate;
- 1-(3-fluoro-4-{2-[1-(4-methoxyphenyl)-3-(trifluoromethyl)-1H-pyrazole-5-yl]-2-oxoethyl}phenyl)-2(1H)-pyridinone;
- 1-(4-{2-[1-(3-amino-1,2-benzisoxazol-5-yl)-3-(trifluoromethyl)-1H-pyrazol-5-yl]-2-oxoethyl}-3-fluorophenyl)-2(1H)-pyridinone;
- 5-{[2-fluoro-4-(2-oxo-1(2H)-pyridinyl)phenyl]acetyl}-1-(4-methoxyphenyl)-1H-pyrazole-3-carboxamide;
- 1-(3-amino-1,2-benzisoxazol-5-yl)-5-{[5-(2-oxo-1(2H)-pyridinyl)-2,3-dihydro-1H-indol-1-yl]carbonyl}-1H-pyrazole-3-carboxamide;
- 5-chloro-N-(5-chloropyridin-2-yl)-2-({4-[(2-oxo-piperidine)-1-yl]benzoyl}amino)benzamide;
- 5-chloro-N-(5-chloropyridin-2-yl)-2-({4-[(2-oxo-pyridin)-1-yl]benzoyl}amino)benzamide;
- N-(5-chloropyridin-2-yl)-2-({4-[(2-oxo-piperidine)-1-yl]benzoyl}amino)-5-methoxybenzamide;
- N-(5-chloropyridin-2-yl)-2-({4-[(2-oxo-pyridin)-1-yl]benzoyl}amino)-5-methoxybenzamide;
- N-(5-chloropyridin-2-yl)-2-({4-[(2-oxo-piperidin)-1-yl]benzoyl}amino)-5-methylbenzamide;
- N-(5-chloropyridin-2-yl)-2-({4-[(2-oxo-pyridin)-1-yl]benzoyl}amino)-5-methylbenzamide;
- 2-(5-chloro-pyridin-2-yl)-7-methoxy-3-[4-(2-oxo-piperidin-1-yl)-phenyl]-2H-isoquinolin-1-one;
- 2-(5-chloro-pyridin-2-yl)-7-methoxy-3-[4-(2-oxo-pyridin-1-yl)-phenyl]-2H-isoquinolin-1-one;
- 5-chloro-N-(5-chloropyridin-2-yl)-3-methoxy-2-[4-(2-oxopiperidin-1-yl)-benzoylamino]benzamide;
- 5-chloro-N-(5-chloropyridin-2-yl)-3-methoxy-2-[4-(2-oxo-2H-pyridin-1-yl)-benzoylamino]benzamide;
- 3-chloro-N-(1,2-cis-2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 5-chloro-N-(1,2-cis-2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(1,2-cis-2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(1,2-cis-2-{[4-(2-oxopyrazin-1(2H)-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(1,2-cis-2-{[4-(2-oxopyrazin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 3-chloro-N-(1,2-cis-2-{[4-(2-oxopyrazin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 5-chloro-N-(1,2-cis-2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(1,2-cis-2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 3-chloro-N-(1,2-cis-2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(2-oxopyrazin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(3-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}tetrahydro-2H-pyran-4-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(4-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}tetrahydro-2H-pyran-3-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(4-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}piperidin-3-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(3-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}piperidin-4-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(4-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}pyrrolidin-3-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(4-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}tetrahydrofuran-3-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(1,1-dioxido-4-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}tetrahydro-3-thienyl)-1H-indole-6-carboxamide;
- 3-chloro-N-(1,1-dioxido-4-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}tetrahydro-2H-thiopyran-3-yl)-1H-indole-6-carboxamide;
- 3-chloro-N-(1,1-dioxido-3-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}tetrahydro-2H-thiopyran-4-yl)-1H-indole-6-carboxamide;
- N-(2-{[(3-chloro-1H-indol-6-yl)sulfonyl]methyl}cyclohexyl)-4-(2-oxopiperidin-1-yl)benzamide;
- N-(2-{[(6-chloro-2-naphthyl)sulfonyl]methyl}cyclohexyl)-4-(2-oxopiperidin-1-yl)benzamide;
- 5-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopyrazin-1(2H)-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)thiophene-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopyrazin-1(2H)-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)-1H-indole-2-carboxamide;
- 5-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)-1H-indole-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)-2-naphthamide;
- 6-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)-2-naphthamide;
- 2-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)quinoline-6-carboxamide;
- 2-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)quinoline-6-carboxamide;
- 2-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)quinoline-6-carboxamide;
- 2-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)quinoline-6-carboxamide;
- 2-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)quinoline-6-carboxamide;
- 2-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}pentyl)quinoline-6-carboxamide;
- 2-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)quinoline-6-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohextyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)-1-benzothiophene-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)thieno[2,3-b]pyridine-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)thieno[2,3-b]pyridine-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)thieno[2,3-b]pyridine-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)thieno[2,3-b]pyridine-2-carboxamide;
- 6-chloro-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)thieno[2,3-b]pyridine-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)thieno[2,3-b]pyridine-2-carboxamide;
- 6-chloro-N-(2-{[4-(2-oxopiperidin-1(2H)-yl)benzoyl]amino}cyclopentyl)thieno[2,3-b]pyridine-2-carboxamide;
- 5-methoxy-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohextyl)thiophene-2-carboxamide;
- 5-methoxy-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-methoxy-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-methoxy-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-methoxy-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 5-methoxy-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)thiophene-2-carboxamide;
- 5-methoxy-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)thiophene-2-carboxamide;
- 4-methoxy-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclohexyl)benzamide;
- 4-methoxy-N-(2-{[4-(2-oxopiperazin-1-yl)benzoyl]amino}cyclohexyl)benzamide;
- 4-methoxy-N-(2-{[4-(2-oxo-1,3-oxazinan-3-yl)benzoyl]amino}cyclohexyl)benzamide;
- 4-methoxy-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclohexyl)benzamide;
- 4-methoxy-N-(2-{[4-(3-oxomorpholin-4-yl)benzoyl]amino}cyclohexyl)benzamide;
- 4-methoxy-N-(2-{[4-(2-oxopyridin-1(2H)-yl)benzoyl]amino}cyclopentyl)benzamide;
- 4-methoxy-N-(2-{[4-(2-oxopiperidin-1-yl)benzoyl]amino}cyclopentyl)benzamide;
or a pharmaceutically acceptable salt form thereof.
(v o-v s)/v s =I/(K i(1+S/K m))
where:
-
- vo is the velocity of the control in the absence of inhibitor;
- vs is the velocity in the presence of inhibitor;
- I is the concentration of inhibitor;
- Ki is the dissociation constant of the enzyme:inhibitor complex;
- S is the concentration of substrate;
- Km is the Michaelis constant.
TABLE 1 | |||
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Ex # | A | G | ||
1-1. | phenyl | 4-methoxyphenyl | ||
1-2. | 2-pyridyl | 4-methoxyphenyl | ||
1-3. | 3-pyridyl | 4-methoxyphenyl | ||
1-4. | 2-pyrimidyl | 4-methoxyphenyl | ||
1-5. | 2-Cl-phenyl | 4-methoxyphenyl | ||
1-6. | 2-F-phenyl | 4-methoxyphenyl | ||
1-7. | phenyl | 2-aminomethylphenyl | ||
1-8. | 2-pyridyl | 2-aminomethylphenyl | ||
1-9. | 3-pyridyl | 2-aminomethylphenyl | ||
1-10. | 2-pyrimidyl | 2-aminomethylphenyl | ||
1-11. | 2-Cl-phenyl | 2-aminomethylphenyl | ||
1-12. | 2-F-phenyl | 2-aminomethylphenyl | ||
1-13. | phenyl | 3-aminomethylphenyl | ||
1-14. | 2-pyridyl | 3-aminomethylphenyl | ||
1-15. | 3-pyridyl | 3-aminomethylphenyl | ||
1-16. | 2-pyrimidyl | 3-aminomethylphenyl | ||
1-17. | 2-Cl-phenyl | 3-aminomethylphenyl | ||
1-18. | 2-F-phenyl | 3-aminomethylphenyl | ||
1-19. | phenyl | 2-amidophenyl | ||
1-20. | 2-pyridyl | 2-amidophenyl | ||
1-21. | 3-pyridyl | 2-amidophenyl | ||
1-22. | 2-pyrimidyl | 2-amidophenyl | ||
1-23. | 2-Cl-phenyl | 2-amidophenyl | ||
1-24. | 2-F-phenyl | 2-amidophenyl | ||
1-25. | phenyl | 2-amido-4-methoxy-phenyl | ||
1-26. | 2-pyridyl | 2-amido-4-methoxy-phenyl | ||
1-27. | 3-pyridyl | 2-amido-4-methoxy-phenyl | ||
1-28. | 2-pyrimidyl | 2-amido-4-methoxy-phenyl | ||
1-29. | 2-Cl-phenyl | 2-amido-4-methoxy-phenyl | ||
1-30. | 2-F-phenyl | 2-amido-4-methoxy-phenyl | ||
1-31. | phenyl | 3-amidophenyl | ||
1-32. | 2-pyridyl | 3-amidophenyl | ||
1-33. | 3-pyridyl | 3-amidophenyl | ||
1-34. | 2-pyrimidyl | 3-amidophenyl | ||
1-35. | 2-Cl-phenyl | 3-amidophenyl | ||
1-36. | 2-F-phenyl | 3-amidophenyl | ||
1-37. | phenyl | 3-chlorophenyl | ||
1-38. | 2-pyridyl | 3-chlorophenyl | ||
1-39. | 3-pyridyl | 3-chlorophenyl | ||
1-40. | 2-pyrimidyl | 3-chlorophenyl | ||
1-41. | 2-Cl-phenyl | 3-chlorophenyl | ||
1-42. | 2-F-phenyl | 3-chlorophenyl | ||
1-43. | phenyl | 3-amino-4-chloro-phenyl | ||
1-44. | 2-pyridyl | 3-amino-4-chloro-phenyl | ||
1-45. | 3-pyridyl | 3-amino-4-chloro-phenyl | ||
1-46. | 2-pyrimidyl | 3-amino-4-chloro-phenyl | ||
1-47. | 2-Cl-phenyl | 3-amino-4-chloro-phenyl | ||
1-48. | 2-F-phenyl | 3-amino-4-chloro-phenyl | ||
1-49. | phenyl | 2-aminosulfonyl-phenyl | ||
1-50. | 2-pyridyl | 2-aminosulfonyl-phenyl | ||
1-51. | 3-pyridyl | 2-aminosulfonyl-phenyl | ||
1-52. | 2-pyrimidyl | 2-aminosulfonyl-phenyl | ||
1-53. | 2-Cl-phenyl | 2-aminosulfonyl-phenyl | ||
1-54. | 2-F-phenyl | 2-aminosulfonyl-phenyl | ||
1-55. | phenyl | 2-aminosulfonyl-4-methoxyphenyl | ||
1-56. | 2-pyridyl | 2-aminosulfonyl-4-methoxyphenyl | ||
1-57. | 3-pyridyl | 2-aminosulfonyl-4-methoxyphenyl | ||
1-58. | 2-pyrimidyl | 2-aminosulfonyl-4-methoxyphenyl | ||
1-59. | 2-Cl-phenyl | 2-aminosulfonyl-4-methoxyphenyl | ||
1-60. | 2-F-phenyl | 2-aminosulfonyl-4-methoxyphenyl | ||
1-61. | phenyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
1-62. | 2-pyridyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
1-63. | 3-pyridyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
1-64. | 2-pyrimidyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
1-65. | 2-Cl-phenyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
1-66. | 2-F-phenyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
1-67. | phenyl | 1-aminoisoquinolin-6-yl | ||
1-68. | 2-pyridyl | 1-aminoisoquinolin-6-yl | ||
1-69. | 3-pyridyl | 1-aminoisoquinolin-6-yl | ||
1-70. | 2-pyrimidyl | 1-aminoisoquinolin-6-yl | ||
1-71. | 2-Cl-phenyl | 1-aminoisoquinolin-6-yl | ||
1-72. | 2-F-phenyl | 1-aminoisoquinolin-6-yl | ||
1-73. | phenyl | 1-aminoisoquinolin-7-yl | ||
1-74. | 2-pyridyl | 1-aminoisoquinolin-7-yl | ||
1-75. | 3-pyridyl | 1-aminoisoquinolin-7-yl | ||
1-76. | 2-pyrimidyl | 1-aminoisoquinolin-7-yl | ||
1-77. | 2-Cl-phenyl | 1-aminoisoquinolin-7-yl | ||
1-78. | 2-F-phenyl | 1-aminoisoquinolin-7-yl | ||
1-79. | phenyl | 4-aminoquinazol-6-yl | ||
1-80. | 2-pyridyl | 4-aminoquinazol-6-yl | ||
1-81. | 3-pyridyl | 4-aminoquinazol-6-yl | ||
1-82. | 2-pyrimidyl | 4-aminoquinazol-6-yl | ||
1-83. | 2-Cl-phenyl | 4-aminoquinazol-6-yl | ||
1-84. | 2-F-phenyl | 4-aminoquinazol-6-yl | ||
1-85. | phenyl | 4-aminoquinazol-7-yl | ||
1-86. | 2-pyridyl | 4-aminoquinazol-7-yl | ||
1-87. | 3-pyridyl | 4-aminoquinazol-7-yl | ||
1-88. | 2-pyrimidyl | 4-aminoquinazol-7-yl | ||
1-89. | 2-Cl-phenyl | 4-aminoquinazol-7-yl | ||
1-90. | 2-F-phenyl | 4-aminoquinazol-7-yl | ||
1-91. | phenyl | 3-aminobenzisoxazol-5-yl | ||
1-92. | 2-pyridyl | 3-aminobenzisoxazol-5-yl | ||
1-93. | 3-pyridyl | 3-aminobenzisoxazol-5-yl | ||
1-94. | 2-pyrimidyl | 3-aminobenzisoxazol-5-yl | ||
1-95. | 2-Cl-phenyl | 3-aminobenzisoxazol-5-yl | ||
1-96. | 2-F-phenyl | 3-aminobenzisoxazol-5-yl | ||
1-97. | phenyl | 3-aminobenzisoxazol-6-yl | ||
1-98. | 2-pyridyl | 3-aminobenzisoxazol-6-yl | ||
1-99. | 3-pyridyl | 3-aminobenzisoxazol-6-yl | ||
1-100. | 2-pyrimidyl | 3-aminobenzisoxazol-6-yl | ||
1-101. | 2-Cl-phenyl | 3-aminobenzisoxazol-6-yl | ||
1-102. | 2-F-phenyl | 3-aminobenzisoxazol-6-yl | ||
1-103. | phenyl | 3-aminoindazol-5-yl | ||
1-104. | 2-pyridyl | 3-aminoindazol-5-yl | ||
1-105. | 3-pyridyl | 3-aminoindazol-5-yl | ||
1-106. | 2-pyrimidyl | 3-aminoindazol-5-yl | ||
1-107. | 2-Cl-phenyl | 3-aminoindazol-5-yl | ||
1-108. | 2-F-phenyl | 3-aminoindazol-5-yl | ||
1-109. | phenyl | 3-aminoindazol-6-yl | ||
1-110. | 2-pyridyl | 3-aminoindazol-6-yl | ||
1-111. | 3-pyridyl | 3-aminoindazol-6-yl | ||
1-112. | 2-pyrimidyl | 3-aminoindazol-6-yl | ||
1-113. | 2-Cl-phenyl | 3-aminoindazol-6-yl | ||
1-114. | 2-F-phenyl | 3-aminoindazol-6-yl | ||
1-115. | phenyl | indolin-5-yl | ||
1-116. | 2-pyridyl | indolin-5-yl | ||
1-117. | 3-pyridyl | indolin-5-yl | ||
1-118. | 2-pyrimidyl | indolin-5-yl | ||
1-119. | 2-Cl-phenyl | indolin-5-yl | ||
1-120. | 2-F-phenyl | indolin-5-yl | ||
1-121. | phenyl | indolin-6-yl | ||
1-122. | 2-pyridyl | indolin-6-yl | ||
1-123. | 3-pyridyl | indolin-6-yl | ||
1-124. | 2-pyrimidyl | indolin-6-yl | ||
1-125. | 2-Cl-phenyl | indolin-6-yl | ||
1-126. | 2-F-phenyl | indolin-6-yl | ||
1-127. | phenyl | 2-naphthyl | ||
1-128. | 2-pyridyl | 2-naphthyl | ||
1-129. | 3-pyridyl | 2-naphthyl | ||
1-130. | 2-pyrimidyl | 2-naphthyl | ||
1-131. | 2-Cl-phenyl | 2-naphthyl | ||
1-132. | 2-F-phenyl | 2-naphthyl | ||
1-133. | phenyl | 3-amido-naphth-2-yl | ||
1-134. | 2-pyridyl | 3-amido-naphth-2-yl | ||
1-135. | 3-pyridyl | 3-amido-naphth-2-yl | ||
1-136. | 2-pyrimidyl | 3-amido-naphth-2-yl | ||
1-137. | 2-Cl-phenyl | 3-amido-naphth-2-yl | ||
1-138. | 2-F-phenyl | 3-amido-naphth-2-yl | ||
1-139. | phenyl | 3-methylsulfonyl-naphth-2-yl | ||
1-140. | 2-pyridyl | 3-methylsulfonyl-naphth-2-yl | ||
1-141. | 3-pyridyl | 3-methylsulfonyl-naphth-2-yl | ||
1-142. | 2-pyrimidyl | 3-methylsulfonyl-naphth-2-yl | ||
1-143. | 2-Cl-phenyl | 3-methylsulfonyl-naphth-2-yl | ||
1-144. | 2-F-phenyl | 3-methylsulfonyl-naphth-2-yl | ||
1-145. | phenyl | 3-aminomethyl-naphth-2-yl | ||
1-146. | 2-pyridyl | 3-aminomethyl-naphth-2-yl | ||
1-147. | 3-pyridyl | 3-aminomethyl-naphth-2-yl | ||
1-148. | 2-pyrimidyl | 3-aminomethyl-naphth-2-yl | ||
1-149. | 2-Cl-phenyl | 3-aminomethyl-naphth-2-yl | ||
1-150. | 2-F-phenyl | 3-aminomethyl-naphth-2-yl | ||
1-151. | phenyl | 3-fluoro-naphth-2-yl | ||
1-152. | 2-pyridyl | 3-fluoro-naphth-2-yl | ||
1-153. | 3-pyridyl | 3-fluoro-naphth-2-yl | ||
1-154. | 2-pyrimidyl | 3-fluoro-naphth-2-yl | ||
1-155. | 2-Cl-phenyl | 3-fluoro-naphth-2-yl | ||
1-156. | 2-F-phenyl | 3-fluoro-naphth-2-yl | ||
1-157. | phenyl | 3-cyano-naphth-2-yl | ||
1-158. | 2-pyridyl | 3-cyano-naphth-2-yl | ||
1-159. | 3-pyridyl | 3-cyano-naphth-2-yl | ||
1-160. | 2-pyrimidyl | 3-cyano-naphth-2-yl | ||
1-161. | 2-Cl-phenyl | 3-cyano-naphth-2-yl | ||
1-162. | 2-F-phenyl | 3-cyano-naphth-2-yl | ||
1-163. | phenyl | 3-aminosulfonyl-naphth-2-yl | ||
1-164. | 2-pyridyl | 3-aminosulfonyl-naphth-2-yl | ||
1-165. | 3-pyridyl | 3-aminosulfonyl-naphth-2-yl | ||
1-166. | 2-pyrimidyl | 3-aminosulfonyl-naphth-2-yl | ||
1-167. | 2-Cl-phenyl | 3-aminosulfonyl-naphth-2-yl | ||
1-168. | 2-F-phenyl | 3-aminosulfonyl-naphth-2-yl | ||
1-169. | phenyl | 6-chloro-naphth-2-yl | ||
1-170. | 2-pyridyl | 6-chloro-naphth-2-yl | ||
1-171. | 3-pyridyl | 6-chloro-naphth-2-yl | ||
1-172. | 2-pyrimidyl | 6-chloro-naphth-2-yl | ||
1-173. | 2-Cl-phenyl | 6-chloro-naphth-2-yl | ||
1-174. | 2-F-phenyl | 6-chloro-naphth-2-yl | ||
TABLE 2 |
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R1a is CH3; |
Ex # | A | G | ||
2-1. | phenyl | 4-methoxyphenyl | ||
2-2. | 2-pyridyl | 4-methoxyphenyl | ||
2-3. | 3-pyridyl | 4-methoxyphenyl | ||
2-4. | 2-pyrimidyl | 4-methoxyphenyl | ||
2-5. | 2-Cl-phenyl | 4-methoxyphenyl | ||
2-6. | 2-F-phenyl | 4-methoxyphenyl | ||
2-7. | piperidinyl | 4-methoxyphenyl | ||
2-8. | phenyl | 2-aminomethylphenyl | ||
2-9. | 2-pyridyl | 2-aminomethylphenyl | ||
2-10. | 3-pyridyl | 2-aminomethylphenyl | ||
2-11. | 2-pyrimidyl | 2-aminomethylphenyl | ||
2-12. | 2-Cl-phenyl | 2-aminomethylphenyl | ||
2-13. | 2-F-phenyl | 2-aminomethylphenyl | ||
2-14. | piperidinyl | 2-aminomethylphenyl | ||
2-15. | phenyl | 3-aminomethylphenyl | ||
2-16. | 2-pyridyl | 3-aminomethylphenyl | ||
2-17. | 3-pyridyl | 3-aminomethylphenyl | ||
2-18. | 2-pyrimidyl | 3-aminomethylphenyl | ||
2-19. | 2-Cl-phenyl | 3-aminomethylphenyl | ||
2-20. | 2-F-phenyl | 3-aminomethylphenyl | ||
2-21. | piperidinyl | 3-aminomethylphenyl | ||
2-22. | phenyl | 2-amidophenyl | ||
2-23. | 2-pyridyl | 2-amidophenyl | ||
2-24. | 3-pyridyl | 2-amidophenyl | ||
2-25. | 2-pyrimidyl | 2-amidophenyl | ||
2-26. | 2-Cl-phenyl | 2-amidophenyl | ||
2-27. | 2-F-phenyl | 2-amidophenyl | ||
2-28. | piperidinyl | 2-amidophenyl | ||
2-29. | phenyl | 2-amido-4-methoxy-phenyl | ||
2-30. | 2-pyridyl | 2-amido-4-methoxy-phenyl | ||
2-31. | 3-pyridyl | 2-amido-4-methoxy-phenyl | ||
2-32. | 2-pyrimidyl | 2-amido-4-methoxy-phenyl | ||
2-33. | 2-Cl-phenyl | 2-amido-4-methoxy-phenyl | ||
2-34. | 2-F-phenyl | 2-amido-4-methoxy-phenyl | ||
2-35. | piperidinyl | 2-amido-4-methoxy-phenyl | ||
2-36. | phenyl | 3-amidophenyl | ||
2-37. | 2-pyridyl | 3-amidophenyl | ||
2-38. | 3-pyridyl | 3-amidophenyl | ||
2-39. | 2-pyrimidyl | 3-amidophenyl | ||
2-40. | 2-Cl-phenyl | 3-amidophenyl | ||
2-41. | 2-F-phenyl | 3-amidophenyl | ||
2-42. | piperidinyl | 3-amidophenyl | ||
2-43. | phenyl | 3-chlorophenyl | ||
2-44. | 2-pyridyl | 3-chlorophenyl | ||
2-45. | 3-pyridyl | 3-chlorophenyl | ||
2-46. | 2-pyrimidyl | 3-chlorophenyl | ||
2-47. | 2-Cl-phenyl | 3-chlorophenyl | ||
2-48. | 2-F-phenyl | 3-chlorophenyl | ||
2-49. | piperidinyl | 3-chlorophenyl | ||
2-50. | phenyl | 3-amino-4-chloro-phenyl | ||
2-51. | 2-pyridyl | 3-amino-4-chloro-phenyl | ||
2-52. | 3-pyridyl | 3-amino-4-chloro-phenyl | ||
2-53. | 2-pyrimidyl | 3-amino-4-chloro-phenyl | ||
2-54. | 2-Cl-phenyl | 3-amino-4-chloro-phenyl | ||
2-55. | 2-F-phenyl | 3-amino-4-chloro-phenyl | ||
2-56. | piperidinyl | 3-amino-4-chloro-phenyl | ||
2-57. | phenyl | 2-aminosulfonyl-phenyl | ||
2-58. | 2-pyridyl | 2-aminosulfonyl-phenyl | ||
2-59. | 3-pyridyl | 2-aminosulfonyl-phenyl | ||
2-60. | 2-pyrimidyl | 2-aminosulfonyl-phenyl | ||
2-61. | 2-Cl-phenyl | 2-aminosulfonyl-phenyl | ||
2-62. | 2-F-phenyl | 2-aminosulfonyl-phenyl | ||
2-63. | piperidinyl | 2-aminosulfonyl-phenyl | ||
2-64. | phenyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-65. | 2-pyridyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-66. | 3-pyridyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-67. | 2-pyrimidyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-68. | 2-Cl-phenyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-69. | 2-F-phenyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-70. | piperidinyl | 2-aminosulfonyl-4-methoxyphenyl | ||
2-71. | phenyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-72. | 2-pyridyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-73. | 3-pyridyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-74. | 2-pyrimidyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-75. | 2-Cl-phenyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-76. | 2-F-phenyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-77. | piperidinyl | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
2-78. | phenyl | 1-aminoisoquinolin-6-yl | ||
2-79. | 2-pyridyl | 1-aminoisoquinolin-6-yl | ||
2-80. | 3-pyridyl | 1-aminoisoquinolin-6-yl | ||
2-81. | 2-pyrimidyl | 1-aminoisoquinolin-6-yl | ||
2-82. | 2-Cl-phenyl | 1-aminoisoquinolin-6-yl | ||
2-83. | 2-F-phenyl | 1-aminoisoquinolin-6-yl | ||
2-84. | piperidinyl | 1-aminoisoquinolin-6-yl | ||
2-85. | phenyl | 1-aminoisoquinolin-7-yl | ||
2-86. | 2-pyridyl | 1-aminoisoquinolin-7-yl | ||
2-87. | 3-pyridyl | 1-aminoisoquinolin-7-yl | ||
2-88. | 2-pyrimidyl | 1-aminoisoquinolin-7-yl | ||
2-89. | 2-Cl-phenyl | 1-aminoisoquinolin-7-yl | ||
2-90. | 2-F-phenyl | 1-aminoisoquinolin-7-yl | ||
2-91. | piperidinyl | 1-aminoisoquinolin-7-yl | ||
2-92. | phenyl | 4-aminoquinazol-6-yl | ||
2-93. | 2-pyridyl | 4-aminoquinazol-6-yl | ||
2-94. | 3-pyridyl | 4-aminoquinazol-6-yl | ||
2-95. | 2-pyrimidyl | 4-aminoquinazol-6-yl | ||
2-96. | 2-Cl-phenyl | 4-aminoquinazol-6-yl | ||
2-97. | 2-F-phenyl | 4-aminoquinazol-6-yl | ||
2-98. | piperidinyl | 4-aminoquinazol-6-yl | ||
2-99. | phenyl | 4-aminoquinazol-7-yl | ||
2-100. | 2-pyridyl | 4-aminoquinazol-7-yl | ||
2-101. | 3-pyridyl | 4-aminoquinazol-7-yl | ||
2-102. | 2-pyrimidyl | 4-aminoquinazol-7-yl | ||
2-103. | 2-Cl-phenyl | 4-aminoquinazol-7-yl | ||
2-104. | 2-F-phenyl | 4-aminoquinazol-7-yl | ||
2-105. | piperidinyl | 4-aminoquinazol-7-yl | ||
2-106. | phenyl | 3-aminobenzisoxazol-5-yl | ||
2-107. | 2-pyridyl | 3-aminobenzisoxazol-5-yl | ||
2-108. | 3-pyridyl | 3-aminobenzisoxazol-5-yl | ||
2-109. | 2-pyrimidyl | 3-aminobenzisoxazol-5-yl | ||
2-110. | 2-Cl-phenyl | 3-aminobenzisoxazol-5-yl | ||
2-111. | 2-F-phenyl | 3-aminobenzisoxazol-5-yl | ||
2-112. | piperidinyl | 3-aminobenzisoxazol-5-yl | ||
2-113. | phenyl | 3-aminobenzisoxazol-6-yl | ||
2-114. | 2-pyridyl | 3-aminobenzisoxazol-6-yl | ||
2-115. | 3-pyridyl | 3-aminobenzisoxazol-6-yl | ||
2-116. | 2-pyrimidyl | 3-aminobenzisoxazol-6-yl | ||
2-117. | 2-Cl-phenyl | 3-aminobenzisoxazol-6-yl | ||
2-118. | 2-F-phenyl | 3-aminobenzisoxazol-6-yl | ||
2-119. | piperidinyl | 3-aminobenzisoxazol-6-yl | ||
2-120. | phenyl | 3-aminoindazol-5-yl | ||
2-121. | 2-pyridyl | 3-aminoindazol-5-yl | ||
2-122. | 3-pyridyl | 3-aminoindazol-5-yl | ||
2-123. | 2-pyrimidyl | 3-aminoindazol-5-yl | ||
2-124. | 2-Cl-phenyl | 3-aminoindazol-5-yl | ||
2-125. | 2-F-phenyl | 3-aminoindazol-5-yl | ||
2-126. | piperidinyl | 3-aminoindazol-5-yl | ||
2-127. | phenyl | 3-aminoindazol-6-yl | ||
2-128. | 2-pyridyl | 3-aminoindazol-6-yl | ||
2-129. | 3-pyridyl | 3-aminoindazol-6-yl | ||
2-130. | 2-pyrimidyl | 3-aminoindazol-6-yl | ||
2-131. | 2-Cl-phenyl | 3-aminoindazol-6-yl | ||
2-132. | 2-F-phenyl | 3-aminoindazol-6-yl | ||
2-133. | piperidinyl | 3-aminoindazol-6-yl | ||
2-134. | phenyl | indolin-5-yl | ||
2-135. | 2-pyridyl | indolin-5-yl | ||
2-136. | 3-pyridyl | indolin-5-yl | ||
2-137. | 2-pyrimidyl | indolin-5-yl | ||
2-138. | 2-Cl-phenyl | indolin-5-yl | ||
2-139. | 2-F-phenyl | indolin-5-yl | ||
2-140. | piperidinyl | indolin-5-yl | ||
2-141. | phenyl | indolin-6-yl | ||
2-142. | 2-pyridyl | indolin-6-yl | ||
2-143. | 3-pyridyl | indolin-6-yl | ||
2-144. | 2-pyrimidyl | indolin-6-yl | ||
2-145. | 2-Cl-phenyl | indolin-6-yl | ||
2-146. | 2-F-phenyl | indolin-6-yl | ||
2-147. | piperidinyl | indolin-6-yl | ||
2-148. | phenyl | 2-naphthyl | ||
2-149. | 2-pyridyl | 2-naphthyl | ||
2-150. | 3-pyridyl | 2-naphthyl | ||
2-151. | 2-pyrimidyl | 2-naphthyl | ||
2-152. | 2-Cl-phenyl | 2-naphthyl | ||
2-153. | 2-F-phenyl | 2-naphthyl | ||
2-154. | piperidinyl | 2-naphthyl | ||
2-155. | phenyl | 3-amido-naphth-2-yl | ||
2-156. | 2-pyridyl | 3-amido-naphth-2-yl | ||
2-157. | 3-pyridyl | 3-amido-naphth-2-yl | ||
2-158. | 2-pyrimidyl | 3-amido-naphth-2-yl | ||
2-159. | 2-Cl-phenyl | 3-amido-naphth-2-yl | ||
2-160. | 2-F-phenyl | 3-amido-naphth-2-yl | ||
2-161. | piperidinyl | 3-amido-naphth-2-yl | ||
2-162. | phenyl | 3-methylsulfonyl-naphth-2-yl | ||
2-163. | 2-pyridyl | 3-methylsulfonyl-naphth-2-yl | ||
2-164. | 3-pyridyl | 3-methylsulfonyl-naphth-2-yl | ||
2-165. | 2-pyrimidyl | 3-methylsulfonyl-naphth-2-yl | ||
2-166. | 2-Cl-phenyl | 3-methylsulfonyl-naphth-2-yl | ||
2-167. | 2-F-phenyl | 3-methylsulfonyl-naphth-2-yl | ||
2-168. | piperidinyl | 3-methylsulfonyl-naphth-2-yl | ||
2-169. | phenyl | 3-aminomethyl-naphth-2-yl | ||
2-170. | 2-pyridyl | 3-aminomethyl-naphth-2-yl | ||
2-171. | 3-pyridyl | 3-aminomethyl-naphth-2-yl | ||
2-172. | 2-pyrimidyl | 3-aminomethyl-naphth-2-yl | ||
2-173. | 2-Cl-phenyl | 3-aminomethyl-naphth-2-yl | ||
2-174. | 2-F-phenyl | 3-aminomethyl-naphth-2-yl | ||
2-175. | piperidinyl | 3-aminomethyl-naphth-2-yl | ||
2-176. | phenyl | 3-fluoro-naphth-2-yl | ||
2-177. | 2-pyridyl | 3-fluoro-naphth-2-yl | ||
2-178. | 3-pyridyl | 3-fluoro-naphth-2-yl | ||
2-179. | 2-pyrimidyl | 3-fluoro-naphth-2-yl | ||
2-180. | 2-Cl-phenyl | 3-fluoro-naphth-2-yl | ||
2-181. | 2-F-phenyl | 3-fluoro-naphth-2-yl | ||
2-182. | Piperidinyl | 3-fluoro-naphth-2-yl | ||
2-183. | phenyl | 3-cyano-naphth-2-yl | ||
2-184. | 2-pyridyl | 3-cyano-naphth-2-yl | ||
2-185. | 3-pyridyl | 3-cyano-naphth-2-yl | ||
2-186. | 2-pyrimidyl | 3-cyano-naphth-2-yl | ||
2-187. | 2-Cl-phenyl | 3-cyano-naphth-2-yl | ||
2-188. | 2-F-phenyl | 3-cyano-naphth-2-yl | ||
2-189. | Piperidinyl | 3-cyano-naphth-2-yl | ||
2-190. | phenyl | 3-aminosulfonyl-naphth-2-yl | ||
2-191. | 2-pyridyl | 3-aminosulfonyl-naphth-2-yl | ||
2-192. | 3-pyridyl | 3-aminosulfonyl-naphth-2-yl | ||
2-193. | 2-pyrimidyl | 3-aminosulfonyl-naphth-2-yl | ||
2-194. | 2-Cl-phenyl | 3-aminosulfonyl-naphth-2-yl | ||
2-195. | 2-F-phenyl | 3-aminosulfonyl-naphth-2-yl | ||
2-196. | piperidinyl | 3-aminosulfonyl-naphth-2-yl | ||
2-197. | phenyl | 6-chloro-naphth-2-yl | ||
2-198. | 2-pyridyl | 6-chloro-naphth-2-yl | ||
2-199. | 3-pyridyl | 6-chloro-naphth-2-yl | ||
2-200. | 2-pyrimidyl | 6-chloro-naphth-2-yl | ||
2-201. | 2-Cl-phenyl | 6-chloro-naphth-2-yl | ||
2-202. | 2-F-phenyl | 6-chloro-naphth-2-yl | ||
2-203. | Piperidinyl | 6-chloro-naphth-2-yl | ||
TABLE 3 |
Examples 3-1-through 3-6090 use the structures |
from Table 2 and the corresponding A and G |
groups from Examples 1-203 of Table 2: |
Examples 3-1 to 3-203, R1a is CH2CH3; | ||
Examples 3-204 to 3-406, R1a is CF3; | ||
Examples 3-407 to 3-609, R1a is SCH3; | ||
Examples 3-610 to 3-812, R1a is SOCH3; | ||
Examples 3-813 to 3-1015, R1a is SO2CH3; | ||
Examples 3-1016 to 3-1218, R1a is Cl; | ||
Examples 3-1219 to 3-1421, R1a is F; | ||
Examples 3-1422 to 3-1624, R1a is CO2CH3; | ||
Examples 3-1625 to 3-1827, R1a is CH2OCH3; | ||
Examples 3-1828 to 3-2030, R1a is CONH2; | ||
Examples 3-2031 to 3-2233, R1a is —CN; | ||
Examples 3-2234 to 3-2436, R1a is CH2NHCH3; | ||
Examples 3-2437 to 3-2639, R1a is CH2NHSO2CH3; | ||
Examples 3-2640 to 3-2842, R1a is 1-imidazolyl-CH2; | ||
Examples 3-2843 to 3-3045, R1a is Br; | ||
Examples 3-3046 to 3-3248, R1a is 5-tetrazolyl; | ||
Examples 3-3249 to 3-3451, R1a is N(CH3)2; | ||
Examples 3-3452 to 3-3654, R1a is NHCH3; | ||
Examples 3-3655 to 3-3857, R1a is SO2NH2; | ||
Examples 3-3858 to 3-4060, R1a is 2-pyridine; | ||
Examples 3-4061 to 3-4263, R1a is 3-pyridine; | ||
Examples 3-4264 to 3-4466, R1a is 4-pyridine; | ||
Examples 3-4467 to 3-4872, R1a is 2-pyridine-N-oxide; | ||
Examples 3-4873 to 3-5075, R1a is 3-pyridine-N-oxide; | ||
Examples 3-5076 to 3-5287, R1a is 4-pyridine-N-oxide; | ||
Examples 3-5288 to 3-5481, R1a is OCH3; | ||
Examples 3-5482 to 3-5684, R1a is CH2OC(O)NHCH3; | ||
Examples 3-5685 to 3-5887, R1a is CH2NHCO2CH3; | ||
Examples 3-5888 to 3-6090, R1a is CH2NHC(O)NHCH3; and, | ||
Examples 3-6091 to 3-6293, R1a is H. | ||
TABLE 4 |
|
|
|
|
|
|
|
|
Ex # | G | ||
4-1. | 4-methoxyphenyl | ||
4-2. | 2-aminomethylphenyl | ||
4-3. | 3-aminomethylphenyl | ||
4-4. | 2-amidophenyl | ||
4-5. | 2-amido-4-methoxy-phenyl | ||
4-6. | 3-amidophenyl | ||
4-7. | 3-chlorophenyl | ||
4-8. | 3-amino-4-chloro-phenyl | ||
4-9. | 2-aminosulfonyl-phenyl | ||
4-10. | 2-aminosulfonyl-4-methoxyphenyl | ||
4-11. | 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl | ||
4-12. | 1-aminoisoquinolin-6-yl | ||
4-13. | 1-aminoisoquinolin-7-yl | ||
4-14. | 4-aminoquinazol-6-yl | ||
4-15. | 4-aminoquinazol-7-yl | ||
4-16. | 3-aminobenzisoxazol-5-yl | ||
4-17. | 3-aminobenzisoxazol-6-yl | ||
4-18. | 3-aminoindazol-5-yl | ||
4-19. | 3-aminoindazol-6-yl | ||
4-20. | indolin-5-yl | ||
4-21. | indolin-6-yl | ||
4-22. | 2-naphthyl | ||
4-23. | 3-amido-naphth-2-yl | ||
4-24. | 3-methylsulfonyl-naphth-2-yl | ||
4-25. | 3-aminomethyl-naphth-2-yl | ||
4-26. | 3-fluoro-naphth-2-yl | ||
4-27. | 3-chloro-naphth-2-yl | ||
4-28. | 3-aminosulfonyl-naphth-2-yl | ||
4-29. | 6-chloro-naphth-2-yl | ||
TABLE 5 |
|
|
|
|
|
|
|
|
Ex # | R1a | G | ||
5-1. | CH3 | 4-methoxyphenyl | ||
5-2. | CH2CH3 | 4-methoxyphenyl | ||
5-3. | CF3 | 4-methoxyphenyl | ||
5-4. | SCH3 | 4-methoxyphenyl | ||
5-5. | SOCH3 | 4-methoxyphenyl | ||
5-6. | SO2CH3 | 4-methoxyphenyl | ||
5-7. | Cl | 4-methoxyphenyl | ||
5-8. | F | 4-methoxyphenyl | ||
5-9. | CO2CH3 | 4-methoxyphenyl | ||
5-10. | CH2OCH3 | 4-methoxyphenyl | ||
5-11. | CONH2 | 4-methoxyphenyl | ||
5-12. | CN | 4-methoxyphenyl | ||
5-13. | CH2NH2 | 4-methoxyphenyl | ||
5-14. | CH2NHSO2CH3 | 4-methoxyphenyl | ||
5-15. | 1-imidazolyl-CH2 | 4-methoxyphenyl | ||
5-16. | 1-tetrazolyl-CH2— | 4-methoxyphenyl | ||
5-17. | Br | 4-methoxyphenyl | ||
5-18. | 5-tetrazolyl | 4-methoxyphenyl | ||
5-19. | N(CH3)2 | 4-methoxyphenyl | ||
5-20. | NHCH3 | 4-methoxyphenyl | ||
5-21. | SO2NH2 | 4-methoxyphenyl | ||
5-22. | 2-pyridine | 4-methoxyphenyl | ||
5-23. | 3-pyridine | 4-methoxyphenyl | ||
5-24. | 4-pyridine | 4-methoxyphenyl | ||
5-25. | 2-pyridine-N-oxide | 4-methoxyphenyl | ||
5-26. | 3-pyridine-N-oxide | 4-methoxyphenyl | ||
5-27. | 4-pyridine-N-oxide | 4-methoxyphenyl | ||
5-28. | OCH3 | 4-methoxyphenyl | ||
5-29. | CH2OC(O)NHCH3 | 4-methoxyphenyl | ||
5-30. | CH2NHCO2CH3 | 4-methoxyphenyl | ||
5-31. | CH2NHC(O)NHCH3 | 4-methoxyphenyl | ||
5-32. | H | 4-methoxyphenyl | ||
- For Examples 5-33 through 5-64, G is 2-aminomethylphenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-65 through 5-96, G is 3-aminomethylphenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-97 through 5-128, G is 2-amidophenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-129 through 5-160, G is 2-amido-4-methoxyphenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-161 through 5-192, G is 3-amidophenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-193 through 5-224, G is 3-chlorophenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-225 through 5-256, G is 3-amino-4-chlorophenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-257 through 5-288, G is 2-aminosulfonylphenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-289 through 5-320, G is 2-aminosulfonyl-4-methoxyphenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-321 through 5-352, G is 3-(1′,2′,4′-triazolin-5′-on-3′-yl)phenyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-353 through 5-384, G is 1-aminoisoquinolin-6-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-385 through 5-416, G is 1-aminoisoquinolin-7-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-417 through 5-448, G is 4-aminoquinazol-6-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-449 through 5-480, G is 4-aminoquinazol-7-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-481 through 5-512, G is 3-aminobenzisoxazol-5-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-513 through 5-544, G is 3-aminobenzisoxazol-6-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-545 through 5-576, G is 3-aminoindazol-5-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-577 through 5-608, G is 3-aminoindazol-6-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-609 through 5-640, G is indolin-5-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-641 through 5-672, G is indolin-6-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-673 through 5-704, G is 2-naphthyl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-705 through 5-736, G is 3-amido-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-737 through 5-768, G is 3-methylsulfonyl-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-769 through 5-800, G is 3-aminomethyl-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-801 through 5-832, G is 3-flouro-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-833 through 5-864, G is 3-chloro-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-865 through 5-896, G is 3-aminosulfonyl-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
- For Examples 5-897 through 5-928, G is 6-chloro-naphth-2-yl and R1a is as shown in Examples 5-1 through 5-32.
Claims (26)
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TWI320039B (en) | 2010-02-01 |
US7005435B2 (en) | 2006-02-28 |
US6989391B2 (en) | 2006-01-24 |
US20040220174A1 (en) | 2004-11-04 |
US20050124602A1 (en) | 2005-06-09 |
US6967208B2 (en) | 2005-11-22 |
US20030191115A1 (en) | 2003-10-09 |
TWI331526B (en) | 2010-10-11 |
US20070135426A1 (en) | 2007-06-14 |
US20050171085A1 (en) | 2005-08-04 |
US20050261287A1 (en) | 2005-11-24 |
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US6995172B2 (en) | 2006-02-07 |
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